JP2010100638A - Selective herbicide based on substituted thien-3-yl-sulfonylamino(thio)carbonyltriazolin(thi)one and safener - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a composition having improved crop-plant-compatibility of a substituted thien-3-yl-sulfonylamino(thio)carbonyltriazolin(thi)one-based herbicide. <P>SOLUTION: The composition comprises a combination of a compound of formula (I) [wherein: Q<SP>1</SP>and Q<SP>2</SP>are each oxygen or sulfur; R<SP>1</SP>, R<SP>2</SP>, R<SP>3</SP>and R<SP>4</SP>are each an unsubstituted 1-6C alkyl, alkenyl, alkynyl each optionally substituted with cyano, halogen or alkoxy, or the like], a salt of the compound of formula (I) and a phytotoxicity-reducing agent such as mefenpyr-diethyl, cloquintocet-mexyl, furilazole, AD-67, MON-7400 or the like. <P>COPYRIGHT: (C)2010,JPO&INPIT

Description

  The present invention relates to substituted thien-3-ylsulfonylamino (thio) carbonyltriazoline (thi) one and particularly good results in controlling weeds in various crops of useful plants, improving crop compatibility. It relates to a combination of novel selective herbicidally active compounds comprising at least one compound that can be used.

  Substituted thien-3-ylsulfonylamino (thio) carbonyltriazoline (thi) one is already known as an effective herbicide (see WO-A-01 / 05788). However, the activity of these compounds and / or their compatibility with crops is not fully satisfactory under all conditions.

WO01 / 05788

  Surprisingly, now certain substituted thien-3-ylsulfonylamino- (thio) carbonyltriazoline (thi) ones are crop plant compatibility improving compounds (toxic / antidote) described below. It is found that it can be used particularly advantageously as a broad-spectrum combination preparation for the prevention of crop damage very well and for the selective control of weeds in useful cereals, for example cereals and corn. Has been.

The present invention
(A) Substituted thien-3-ylsulfonylamino (thio) carbonyltriazoline (thi) one of formula (I)

（ここで、
Ｑ^１は、Ｏ（酸素）またはＳ（イオウ）を表し、
Ｑ^２は、Ｏ（酸素）またはＳ（イオウ）を表し、
Ｒ^１は、場合によってはシアノ−、ハロゲン−もしくはＣ_１−Ｃ_４−アルコキシ−置換されている、１個から６個の炭素原子を有するアルキルを表わすか、各々の場合において場合によってはシアノ−もしくはハロゲン−置換されている、各々の場合において２個から６個の炭素原子を有するアルケニルもしくはアルキニルを表わすか、各々の場合において場合によってはシアノ−、ハロゲン−もしくはＣ_１−Ｃ_４−アルキル−置換されている、各々の場合において３個から６個の炭素原子をシクロアルキル基内に有し、かつ、適切であるならば、１個から４個の炭素原子をアルキル部分に有するシクロアルキルもしくはシクロアルキルアルキルを表すか、各々の場合において場合によってはニトロ−、シアノ−、ハロゲン−、Ｃ_１−Ｃ_４−アルキル−もしくはＣ_１−Ｃ_４−アルコキシ−置換されている、各々の場合において６もしくは１０個の炭素原子をアリール基内に有し、かつ、適切であるならば、１個から４個の炭素原子をアルキル部分に有するアリールもしくはアリールアルキルを表すか、または各々の場合において場合によってはニトロ−、シアノ−、ハロゲン−、Ｃ_１−Ｃ_４−アルキル−もしくはＣ_１−Ｃ_４−アルコキシ−置換されている、各々の場合において最高６個までの炭素原子および、さらに、１個から４個の窒素原子および／または１個もしくは２個の酸素もしくはイオウ原子をヘテロシクリル基内に有し、かつ、適切であるならば、１個から４個の炭素原子をアルキル部分に有するヘテロシクリルもしくはヘテロシクリルアルキルを表し、
Ｒ^２は、水素、シアノ、ニトロ、ハロゲンを表すか、各々の場合において場合によってはシアノ−、ハロゲン−もしくはＣ_１−Ｃ_４−アルコキシ−置換されている、各々の場合において１個から６個の炭素原子をアルキル基内に有するアルキル、アルコキシ、アルコキシカルボニル、アルキルチオ、アルキルスルフィニルもしくはアルキルスルホニルを表すか、または各々の場合において場合によってはシアノ−もしくはハロゲン−置換されている、各々の場合において２個から６個の炭素原子をアルケニルもしくはアルキニル基内に有するアルケニル、アルキニル、アルケニルオキシもしくはアルキニルオキシを表し、
Ｒ^３は、水素、ヒドロキシル、メルカプト、アミノ、シアノ、フッ素、塩素、臭素、ヨウ素を表すか、場合によってはフッ素−、塩素−、臭素−、シアノ−、Ｃ_１−Ｃ_４−アルコキシ−、Ｃ_１−Ｃ_４−アルキル−カルボニル−もしくはＣ_１−Ｃ_４−アルコキシ−カルボニル−置換されている、１個から６個の炭素原子を有するアルキルを表すか、各々の場合において場合によってはフッ素−、塩素−および／もしくは臭素−置換されている、２個から６個の炭素原子を有するアルケニルもしくはアルキニルを表すか、各々の場合において場合によってはフッ素−、塩素−、シアノ−、Ｃ_１−Ｃ_４−アルコキシ−もしくはＣ_１−Ｃ_４−アルコキシ−カルボニル−置換されている、各々の場合において１個から６個の炭素原子をアルキル基内に有するアルコキシ、アルキルチオ、アルキルアミノもしくはアルキルカルボニルアミノを表すか、各々の場合において３個から６個の炭素原子をアルケニルもしくはアルキニル基内に有するアルケニルオキシ、アルキニルオキシ、アルケニルチオ、アルキニルチオ、アルケニルアミノもしくはアルキニルアミノを表すか、各々場合において１個から４個の炭素原子をアルキル基内に有するジアルキルアミノを表すか、各々の場合において場合によってはメチル−および／もしくはエチル−置換されているアジリジノ、ピロリジノ、ピペリジノおよび／もしくはモルホリノを表すか、各々の場合において場合によってはフッ素−、塩素−、臭素−、シアノ−および／もしくはＣ_１−Ｃ_４−アルキル−置換されている、各々の場合において３個から６個の炭素原子をシクロアルキルもしくはシクロアルケニル基内に有し、かつ、適切であるならば、１個から４個の炭素原子をアルキル部分に有するシクロアルキル、シクロアルケニル、シクロアルキルオキシ、シクロアルキルチオ、シクロアルキルアミノ、シクロアルキルアルキル、シクロアルキルアルコキシ、シクロアルキルアルキルチオもしくはシクロアルキルアルキルアミノを表すか、または各々の場合において場合によってはフッ素−、塩素−、臭素−、シアノ−、ニトロ−、Ｃ_１−Ｃ_４−アルキル−、トリフルオロメチル−、Ｃ_１−Ｃ_４−アルコキシ−および／もしくはＣ_１−Ｃ_４−アルコキシ−カルボニル−置換されている、各々の場合に６もしくは１０個の炭素原子をアリール基内に有し、かつ、適切であるならば、１個から４個の炭素原子をアルキル部分に有するアリール、アリールアルキル、アリールオキシ、アリールアルコキシ、アリールチオ、アリールアルキルチオ、アリールアミノもしくはアリールアルキルアミノを表し、
Ｒ^４は、水素、ヒドロキシル、アミノ、シアノを表すか、Ｃ_２−Ｃ_１０−アルキリデンアミノを表すか、場合によってはフッ素−、塩素−、臭素−、シアノ−、Ｃ_１−Ｃ_４−アルコキシ−、Ｃ_１−Ｃ_４−アルキル−カルボニル−もしくはＣ_１−Ｃ_４−アルコキシ−カルボニル−置換されている、１個から６個の炭素原子を有するアルキルを表すか、各々の場合において場合によってはフッ素−、塩素−および／もしくは臭素−置換されている、各々の場合において２個から６個の炭素原子を有するアルケニルもしくはアルキニルを表すか、各々の場合において場合によってはフッ素−、塩素−、臭素−、シアノ−、Ｃ_１−Ｃ_４−アルコキシ−もしくはＣ_１−Ｃ_４−アルコキシ−カルボニル−置換されている、各々の場合において１個から６個の炭素原子をアルキル基内に有するアルコキシ、アルキルアミノもしくはアルキル−カルボニルアミノを表すか、３個から６個の炭素原子を有するアルケニルオキシを表すか、各々の場合において１個から４個の炭素原子をアルキル基内に有するジアルキルアミノを表すか、各々の場合において場合によってはフッ素−、塩素−、臭素−、シアノ−および／もしくはＣ_１−Ｃ_４−アルキル−置換されている、各々の場合において３個から６個の炭素原子をアルキル基内に有し、かつ、適切であるならば、１個から４個の炭素原子をアルキル部分に有するシクロアルキル、シクロアルキルアミノもしくはシクロアルキルアルキルを表すか、または各々の場合において場合によってはフッ素−、塩素−、臭素−、シアノ−、ニトロ−、Ｃ_１−Ｃ_４−アルキル−、トリフルオロメチル−および／もしくはＣ_１−Ｃ_４−アルコキシ−置換されている、各々の場合において６もしくは１０個の炭素原子をアリール基内に有し、かつ、適切であるならば、１個から４個の炭素原子をアルキル部分に有するアリールもしくはアリールアルキルを表し、または
Ｒ^３およびＲ^４は、一緒に、場合によっては分岐している、３個から６個の炭素原子を有するアルカンジイルを表す）
− および式（Ｉ）の化合物の塩 −
（「群１の活性化合物」）
並びに
（ｂ）以下の化合物の群からの、作物適合性を改善する少なくとも１種類の化合物：
４−ジクロロアセチル−１−オキサ−４−アザ−スピロ［４．５］−デカン（ＡＤ−６７、ＭＯＮ−４６６０）、１−ジクロロ−アセチル−ヘキサヒドロ−３，３，８ａ−トリメチルピロロ［１，２−ａ］−ピリミジン−６（２Ｈ）−オン（ジシクロノン、ＢＡＳ−１４５１３８）、４−ジクロロアセチル−３，４−ジヒドロ３−メチル−２Ｈ−１，４−ベンズオキサジン（ベノキサコル）、１−メチル−ヘキシル５−クロロ−キノリン−８−オキシ−アセテート（クロキントセト−メキシル − ＥＰ−Ａ−８６７５０、ＥＰ−Ａ−９４３４９、ＥＰ−Ａ−１９１７３６、ＥＰ−Ａ−４９２３６６におけるやはり関連する化合物を参照）、３−（２−クロロ−ベンジル）−１−（１−メチル−１−フェニル−エチル）−尿素（クミルロン）、α−（シアノメトキシイミノ）−フェニルアセトニトリル（サイオメトリニル）、２，４−ジクロロ−フェノキシ酢酸（２，４−Ｄ）、４−（２，４−ジクロロ−フェノキシ）−酪酸（２，４−ＤＢ）、１−（１−メチル−１−フェニル−エチル）−３−（４−メチル−フェニル）−尿素（ダイムロン、ジムロン）、３，６−ジクロロ−２−メトキシ−安息香酸（ジカムバ）、Ｓ−１−メチル−１−フェニル−エチルピペリジン−１−チオカルボキシレート（ジメピペレート）、２，２−ジクロロ−Ｎ−（２−オキソ−２−（２−プロペニルアミノ）−エチル）−Ｎ−（２−プロペニル）−アセトアミド（ＤＫＡ−２４）、２，２−ジクロロ−Ｎ，Ｎ−ジ−２−プロペニル−アセトアミド（ジクロルミド）、４，６−ジクロロ−２−フェニル−ピリミジン（フェンクロリム）、エチル１−（２，４−ジクロロ−フェニル）−５−トリクロロ−メチル−１Ｈ−１，２，４−トリアゾール−３−カルボキシレート（フェンクロラゾール−エチル − ＥＰ−Ａ−１７４５６２およびＥＰ−Ａ−３４６６２０におけるやはり関連する化合物を参照）、フェニル−メチル２−クロロ−４−トリフルオロメチル−チアゾール−５−カルボキシレート（フルラゾール）、４−クロロ−Ｎ−（１，３−ジオキソラン−２−イル−メトキシ）−α−トリフルオロ−アセトフェノンオキシム（フルキソフェニム）、３−ジクロロアセチル−５−（２−フラニル）−２，２−ジメチルオキサゾリジン（フリラゾール、ＭＯＮ−１３９００）、エチル４，５−ジヒドロ−５，５−ジフェニル−３−イソキサゾールカルボキシレート（イソキサジフェン−エチル − ＷＯ−Ａ−９５／０７８９７におけるやはり関連する化合物を参照）、１−（エトキシカルボニル）−エチル−３，６−ジクロロ−２−メトキシベンゾエート（ラクチジクロル）、（４−クロロ−ｏ−トリルオキシ）−酢酸（ＭＣＰＡ）、２−（４−クロロ−ｏ−トリルオキシ）−プロピオン酸（メコプロプ）、ジエチル１−（２，４−ジクロロ−フェニル）−４，５−ジヒドロ５−メチル−１Ｈ−ピラゾール−３，５−ジカルボキシレート（メフェンピル−ジエチル − ＷＯ−Ａ−９１／０７８７４におけるやはり関連する化合物を参照）、２−ジクロロメチル−２−メチル−１，３−ジオキソラン（ＭＧ−１９１）、２−プロペニル−１−オキサ−４−アザスピロ［４．５］デカン４−カルボジチオエート（ＭＧ−８３８）、１，８−ナフタレン酸無水物、α−（１，３−ジオキソラン−２−イル−メトキシイミノ）−フェニルアセトニトリル（オキサベトリニル）、２，２−ジクロロ−Ｎ−（１，３−ジオキソラン−２−イル−メチル）−Ｎ−（２−プロペニル）−アセトアミド（ＰＰＧ−１２９２）、３−ジクロロアセチル−２，２−ジメチルオキサゾリジン（Ｒ−２８７２５）、３−ジクロロアセチル−２，２，５−トリメチル−オキサゾリジン（Ｒ−２９１４８）、４−（４−クロロ−ｏ−トリル）−酪酸、４−（４−クロロ−フェノキシ）−酪酸、ジフェニルメトキシ酢酸、メチルジフェニルメトキシアセテート（ＭＯＮ−７４００、ＵＳ−Ａ−４９６４８９３を参照）、エチルジフェニルメトキシアセテート、メチル１−（２−クロロ−フェニル）−５−フェニル−１Ｈ−ピラゾール−３−カルボキシレート、エチル１−（２，４−ジクロロ−フェニル）−５−メチル−１Ｈ−ピラゾール−３−カルボキシレート、エチル１−（２，４−ジクロロ−フェニル）−５−イソプロピル−１Ｈ−ピラゾール−３−カルボキシレート、エチル１−（２，４−ジクロロ−フェニル）−５−（１，１−ジメチルエチル）−１Ｈ−ピラゾール−３−カルボキシレート、エチル１−（２，４−ジクロロ−フェニル）−５−フェニル−１Ｈ−ピラゾール−３−カルボキシレート（ＥＰ−Ａ−２６９８０６およびＥＰ−Ａ−３３３１３１におけるやはり関連する化合物を参照）、エチル５−（２，４−ジクロロ−ベンジル）−２−イソキサゾリン−３−カルボキシレート、エチル５−フェニル−２−イソキサゾリン−３−カルボキシレート、エチル５−（４−フルオロ−フェニル）−５−フェニル−２−イソキサゾリン−３−カルボキシレート（ＷＯ−Ａ−９１／０８２０２におけるやはり関連する化合物を参照）、１，３−ジメチルブト−１−イル５−クロロ−キノリン−８−オキシ−アセテート、４−アリルオキシ−ブチル５−クロロ−キノリン−８−オキシ−アセテート、１−アリルオキシ−プロプ−２−イル５−クロロ−キノリン−８−オキシ−アセテート、メチル５−クロロ−キノリン−８−オキシ−アセテート、エチル５−クロロ−キノリン−８−オキシ−アセテート、アリル５−クロロ−キノリン−８−オキシ−アセテート、２−オキソ−プロプ−１−イル５−クロロ−キノリン−８−オキシ−アセテート、ジエチル５−クロロ−キノリン−８−オキシ−マロネート、ジアリル５−クロロ−キノリン−８−オキシ−マロネート、ジエチル５−クロロ−キノリン−８−オキシ−マロネート（ＥＰ−Ａ−５８２１９８におけるやはり関連する化合物を参照）、４−カルボキシ−クロマン−４−イル−酢酸（ＡＣ−３０４４１５、ＥＰ−Ａ−６１３６１８を参照）、４−クロロ−フェノキシ酢酸、３，３’−ジメチル４−メトキシベンゾフェノン、１−ブロモ−４−クロロメチルスルホニル−ベンゼン、１−［４−（Ｎ−２−メトキシベンゾイルスルファモイル）−フェニル］−３−メチル−尿素（別名Ｎ−（２−メトキシベンゾイル）−４−［（メチルアミノ−カルボニル）−アミノ］−ベンゼンスルホンアミド）、１−［４−（Ｎ−２−メトキシベンゾイルスルファモイル）−フェニル］−３，３−ジメチル尿素、１−［４−（Ｎ−４，５−ジメチルベンゾイルスルファモイル）−フェニル］−３−メチル−尿素、１−［４−（Ｎ−ナフチルスルファモイル）−フェニル］−３，３−ジメチル尿素、Ｎ−（２−メトキシ５−メチル−ベンゾイル）−４−（シクロプロピル−アミノカルボニル）−ベンゼンスルホンアミド、
および／または以下の式（ＩＩａ）

(here,
Q ¹ represents O (oxygen) or S (sulfur);
Q ² represents O (oxygen) or S (sulfur);
R ¹ represents alkyl having 1 to 6 carbon atoms, optionally substituted by cyano-, halogen- or C ₁ -C ₄ -alkoxy-, or in each case optionally cyano- Or halogen-substituted, in each case alkenyl or alkynyl having 2 to 6 carbon atoms, or in each case cyano-, halogen- or C ₁ -C ₄ -alkyl- Substituted, in each case, a cycloalkyl having from 3 to 6 carbon atoms in the cycloalkyl group and, if appropriate, having from 1 to 4 carbon atoms in the alkyl moiety or or represents cycloalkylalkyl, nitro optionally in each case -, cyano -, halogen -, C ₁ C 4 _- alkyl - or C ₁ -C 4 _- alkoxy - substituted, has 6 or 10 carbon atoms in the aryl radical in each case, and, if appropriate, from 1 4 number of nitro sometimes in the case of aryl or or represents arylalkyl or each carbon atom in the alkyl moiety -, cyano -, halogen -, C 1 _-C 4 _- alkyl - or C ₁ -C 4 _- alkoxy -Substituted, in each case up to 6 carbon atoms and additionally 1 to 4 nitrogen atoms and / or 1 or 2 oxygen or sulfur atoms in the heterocyclyl group; And, where appropriate, represents a heterocyclyl or heterocyclylalkyl having from 1 to 4 carbon atoms in the alkyl portion. ,
R ² represents hydrogen, cyano, nitro, halogen, or in each case optionally cyano-, halogen- or C ₁ -C ₄ -alkoxy-substituted, in each case 1 to 6 Represents alkyl, alkoxy, alkoxycarbonyl, alkylthio, alkylsulfinyl or alkylsulfonyl having the carbon atom in the alkyl group, or in each case optionally cyano- or halogen-substituted, in each case 2 Represents alkenyl, alkynyl, alkenyloxy or alkynyloxy having from 1 to 6 carbon atoms in the alkenyl or alkynyl group,
R ³ represents hydrogen, hydroxyl, mercapto, amino, cyano, fluorine, chlorine, bromine, iodine, or optionally fluorine-, chlorine-, bromine-, cyano-, C ₁ -C ₄ -alkoxy-, C ₁ -C ₄ -alkyl-carbonyl- or C ₁ -C ₄ -alkoxy-carbonyl-substituted alkyl having 1 to 6 carbon atoms, optionally in each case fluorine-, chlorine - and / or bromine - is substituted, or represents alkenyl or alkynyl having from 2 to 6 carbon atoms, fluorine optionally in each case -, chlorine -, cyano -, C ₁ -C ₄ - alkoxy - or C ₁ -C 4 _- alkoxy - carbonyl - a substituted, from 1 to 6 carbon atoms in each case Alkenyloxy, alkynyloxy, alkenylthio, alkynylthio which represents alkoxy, alkylthio, alkylamino or alkylcarbonylamino in the kill group or in each case has 3 to 6 carbon atoms in the alkenyl or alkynyl group Represents alkenylamino or alkynylamino, each in each case representing a dialkylamino having 1 to 4 carbon atoms in the alkyl group, or in each case optionally methyl- and / or ethyl-substituted are aziridino, pyrrolidino, or represents piperidino and / or morpholino, fluorine optionally in each case -, chlorine -, bromine -, cyano - and / or C ₁ -C 4 _- alkyl - substituted, each Case Having 3 to 6 carbon atoms in the cycloalkyl or cycloalkenyl group and, where appropriate, 1 to 4 carbon atoms in the alkyl moiety, cycloalkenyl, cyclo Represents alkyloxy, cycloalkylthio, cycloalkylamino, cycloalkylalkyl, cycloalkylalkoxy, cycloalkylalkylthio or cycloalkylalkylamino, or in each case optionally fluorine-, chlorine-, bromine-, cyano-, Nitro-, C ₁ -C ₄ -alkyl-, trifluoromethyl-, C ₁ -C ₄ -alkoxy- and / or C ₁ -C ₄ -alkoxy-carbonyl-substituted, in each case 6 or 10 Having carbon atoms in the aryl group, and If a switching, an aryl having from 1 to 4 carbon atoms in the alkyl part, arylalkyl, aryloxy, arylalkoxy, arylthio, arylalkylthio, arylamino or arylalkyl amino,
R ⁴ represents hydrogen, hydroxyl, amino, cyano, C ₂ -C ₁₀ -alkylideneamino or optionally fluorine-, chlorine-, bromine-, cyano-, C ₁ -C ₄ -alkoxy- , C ₁ -C ₄ -alkyl-carbonyl- or C ₁ -C ₄ -alkoxy-carbonyl-substituted alkyl having 1 to 6 carbon atoms, or in each case optionally fluorine -, Chlorine- and / or bromine-substituted, in each case alkenyl or alkynyl having 2 to 6 carbon atoms, or in each case fluorine-, chlorine-, bromine- , Cyano-, C ₁ -C ₄ -alkoxy- or C ₁ -C ₄ -alkoxy-carbonyl-substituted in each case Represents alkoxy, alkylamino or alkyl-carbonylamino having 1 to 6 carbon atoms in the alkyl group, or alkenyloxy having 3 to 6 carbon atoms, one in each case or represents dialkylamino having 1 to 4 carbon atoms in the alkyl group from the fluorine optionally in each case -, chlorine -, bromine -, cyano - and / or C ₁ -C 4 _- alkyl - substituted Each having 3 to 6 carbon atoms in the alkyl group and, if appropriate, cycloalkyl, cycloalkylamino or 1 to 4 carbon atoms in the alkyl moiety, or Represents cycloalkylalkyl or in each case optionally fluorine-, chlorine-, bromine-, cyano-, Tro-, C ₁ -C ₄ -alkyl-, trifluoromethyl- and / or C ₁ -C ₄ -alkoxy-substituted, in each case having 6 or 10 carbon atoms in the aryl group And, where appropriate, represents an aryl or arylalkyl having 1 to 4 carbon atoms in the alkyl moiety, or R ³ and R ⁴ together are optionally branched 3 Represents an alkanediyl having from 6 to 6 carbon atoms)
-And salts of compounds of formula (I)-
("Group 1 active compounds")
And (b) at least one compound from the group of the following compounds that improves crop compatibility:
4-dichloroacetyl-1-oxa-4-aza-spiro [4.5] -decane (AD-67, MON-4660), 1-dichloro-acetyl-hexahydro-3,3,8a-trimethylpyrrolo [1, 2-a] -pyrimidin-6 (2H) -one (dicyclonone, BAS-145138), 4-dichloroacetyl-3,4-dihydro-3-methyl-2H-1,4-benzoxazine (benoxacol), 1-methyl Hexyl 5-chloro-quinoline-8-oxy-acetate (croquintocet-mexyl-see also related compounds in EP-A-86750, EP-A-94349, EP-A-191736, EP-A-492366), 3- (2-Chloro-benzyl) -1- (1-methyl-1-phenyl-ethyl) -urea (cumyluron), α -(Cyanomethoxyimino) -phenylacetonitrile (cyometrinyl), 2,4-dichloro-phenoxyacetic acid (2,4-D), 4- (2,4-dichloro-phenoxy) -butyric acid (2,4-DB), 1- (1-Methyl-1-phenyl-ethyl) -3- (4-methyl-phenyl) -urea (Dimron, Dimron), 3,6-dichloro-2-methoxy-benzoic acid (dicumba), S-1 -Methyl-1-phenyl-ethylpiperidine-1-thiocarboxylate (dimethylpiperate), 2,2-dichloro-N- (2-oxo-2- (2-propenylamino) -ethyl) -N- (2-propenyl ) -Acetamide (DKA-24), 2,2-dichloro-N, N-di-2-propenyl-acetamide (dichloromide), 4,6-dichloro-2-phenyl- Limidine (fenchlorim), ethyl 1- (2,4-dichloro-phenyl) -5-trichloro-methyl-1H-1,2,4-triazole-3-carboxylate (fenchlorazole-ethyl-EP-A-174562 And also related compounds in EP-A-346620), phenyl-methyl 2-chloro-4-trifluoromethyl-thiazole-5-carboxylate (flurazole), 4-chloro-N- (1,3-dioxolane) 2-yl-methoxy) -α-trifluoro-acetophenone oxime (fluxophenim), 3-dichloroacetyl-5- (2-furanyl) -2,2-dimethyloxazolidine (Frilazole, MON-13900), ethyl 4,5 -Dihydro-5,5-diphenyl-3-isoxazole Ruboxylate (see also related compounds in isoxadiphen-ethyl-WO-A-95 / 07897), 1- (ethoxycarbonyl) -ethyl-3,6-dichloro-2-methoxybenzoate (lactide dichloro), (4-chloro- o-tolyloxy) -acetic acid (MCPA), 2- (4-chloro-o-tolyloxy) -propionic acid (mecoprop), diethyl 1- (2,4-dichloro-phenyl) -4,5-dihydro-5-methyl- 1H-pyrazole-3,5-dicarboxylate (mefenpyr-diethyl-see also related compounds in WO-A-91 / 07874), 2-dichloromethyl-2-methyl-1,3-dioxolane (MG-191 ), 2-propenyl-1-oxa-4-azaspiro [4.5] decane 4-ca Bodithioate (MG-838), 1,8-naphthalene anhydride, α- (1,3-dioxolan-2-yl-methoxyimino) -phenylacetonitrile (oxabetalinyl), 2,2-dichloro-N- (1, 3-Dioxolan-2-yl-methyl) -N- (2-propenyl) -acetamide (PPG-1292), 3-dichloroacetyl-2,2-dimethyloxazolidine (R-28725), 3-dichloroacetyl-2, 2,5-trimethyl-oxazolidine (R-29148), 4- (4-chloro-o-tolyl) -butyric acid, 4- (4-chloro-phenoxy) -butyric acid, diphenylmethoxyacetic acid, methyldiphenylmethoxyacetate (MON- 7400, see US-A-4964893), ethyl diphenylmethoxyacetate, methyl 1- (2-Chloro-phenyl) -5-phenyl-1H-pyrazole-3-carboxylate, ethyl 1- (2,4-dichloro-phenyl) -5-methyl-1H-pyrazole-3-carboxylate, ethyl 1- (2,4-dichloro-phenyl) -5-isopropyl-1H-pyrazole-3-carboxylate, ethyl 1- (2,4-dichloro-phenyl) -5- (1,1-dimethylethyl) -1H -Pyrazole-3-carboxylate, ethyl 1- (2,4-dichloro-phenyl) -5-phenyl-1H-pyrazole-3-carboxylate (also related compounds in EP-A-269806 and EP-A-333131) Ethyl) 5- (2,4-dichloro-benzyl) -2-isoxazoline-3-carboxylate, ethyl -Phenyl-2-isoxazoline-3-carboxylate, ethyl 5- (4-fluoro-phenyl) -5-phenyl-2-isoxazoline-3-carboxylate (see also related compounds in WO-A-91 / 08202) ), 1,3-dimethylbut-1-yl 5-chloro-quinoline-8-oxy-acetate, 4-allyloxy-butyl 5-chloro-quinoline-8-oxy-acetate, 1-allyloxy-prop-2-yl 5 -Chloro-quinoline-8-oxy-acetate, methyl 5-chloro-quinoline-8-oxy-acetate, ethyl 5-chloro-quinoline-8-oxy-acetate, allyl 5-chloro-quinoline-8-oxy-acetate, 2-Oxo-prop-1-yl 5-chloro-quinoline-8-oxy-acetate Diethyl 5-chloro-quinoline-8-oxy-malonate, diallyl 5-chloro-quinoline-8-oxy-malonate, diethyl 5-chloro-quinoline-8-oxy-malonate (also related compounds in EP-A-582198) 4-carboxy-chroman-4-yl-acetic acid (AC-304415, see EP-A-613618), 4-chloro-phenoxyacetic acid, 3,3′-dimethyl 4-methoxybenzophenone, 1-bromo -4-chloromethylsulfonyl-benzene, 1- [4- (N-2-methoxybenzoylsulfamoyl) -phenyl] -3-methyl-urea (also known as N- (2-methoxybenzoyl) -4-[(methyl Amino-carbonyl) -amino] -benzenesulfonamide), 1- [4- (N-2-methoxybe) Zoylsulfamoyl) -phenyl] -3,3-dimethylurea, 1- [4- (N-4,5-dimethylbenzoylsulfamoyl) -phenyl] -3-methyl-urea, 1- [4- ( N-naphthylsulfamoyl) -phenyl] -3,3-dimethylurea, N- (2-methoxy5-methyl-benzoyl) -4- (cyclopropyl-aminocarbonyl) -benzenesulfonamide,
And / or the following formula (IIa)

もしくは式（ＩＩｂ）

Or formula (IIb)

もしくは（ＩＩｃ）

Or (IIc)

の化合物
（ここで、
ｎは、０から５の数字を表し、
Ａ^１は、以下に示される二価複素環基のうちの１つを表し、

Compound (where
n represents a number from 0 to 5,
A ¹ represents one of the divalent heterocyclic groups shown below,

Ａ^２は、場合によってはＣ_１−Ｃ_４−アルキル−および／もしくはＣ_１−Ｃ_４−アルコキシ−カルボニル−置換されている、１個もしくは２個の炭素原子を有するアルカンジイルを表し、
Ｒ^５は、ヒドロキシル、メルカプト、アミノ、Ｃ_１−Ｃ_６−アルコキシ、Ｃ_１−Ｃ_６−アルキルチオ、Ｃ_１−Ｃ_６−アルキルアミノまたはジ−（Ｃ_１−Ｃ_４−アルキル）−アミノを表し、
Ｒ^６は、ヒドロキシル、メルカプト、アミノ、各々の場合において場合によってはＣ_１−Ｃ_４−アルキル、Ｃ_１−Ｃ_４−アルコキシもしくはＣ_２−Ｃ_４−アルケンオキシ−置換されているＣ_１−Ｃ_６−アルコキシ、Ｃ_２−Ｃ_６−アルケンオキシ、Ｃ_１−Ｃ_６−アルキルチオ、Ｃ_１−Ｃ_６−アルキルアミノまたはジ−（Ｃ_１−Ｃ_４−アルキル）−アミノを表し、
Ｒ^７は、各々の場合において場合によってはフッ素−、塩素−および／もしくは臭素−置換されているＣ_１−Ｃ_４−アルキルを表し、
Ｒ^８は、水素、各々の場合において場合によってはフッ素−、塩素−および／もしくは臭素−置換されているＣ_１−Ｃ_６−アルキル、Ｃ_２−Ｃ_６−アルケニルもしくはＣ_２−Ｃ_６−アルキニル、Ｃ_１−Ｃ_４−アルコキシ−Ｃ_１−Ｃ_４−アルキル、ジオキソラニル−Ｃ_１−Ｃ_４−アルキル、フリル、フリル−Ｃ_１−Ｃ_４−アルキル、チエニル、チアゾリル、ピペリジニル、または場合によってはフッ素−、塩素−および／もしくは臭素−もしくはＣ_１−Ｃ_４−アルキル−置換されているフェニルを表し、
Ｒ^９は、水素、各々の場合において場合によってはフッ素−、塩素−および／もしくは臭素−置換されているＣ_１−Ｃ_６−アルキル、Ｃ_２−Ｃ_６−アルケニルもしくはＣ_２−Ｃ_６−アルキニル、Ｃ_１−Ｃ_４−アルコキシ−Ｃ_１−Ｃ_４−アルキル、ジオキソラニル−Ｃ_１−Ｃ_４−アルキル、フリル、フリル−Ｃ_１−Ｃ_４−アルキル、チエニル、チアゾリル、ピペリジニル、または場合によってはフッ素−、塩素−および／もしくは臭素−もしくはＣ_１−Ｃ_４−アルキル−置換されているフェニルを表すか、またはＲ^８と共にＣ_３−Ｃ_６−アルカンジイルもしくはＣ_２−Ｃ_５−オキサアルカンジイルを表し、その各々はＣ_１−Ｃ_４−アルキル、フェニル、フリル、融合ベンゼン環、もしくはそれらが結合するＣ原子と共に５−もしくは６−員炭素環を形成する２つの置換基で場合によっては置換され、
Ｒ^１０は、水素、シアノ、ハロゲンを表すか、または各々の場合において場合によってはフッ素、塩素−および／もしくは臭素−置換されているＣ_１−Ｃ_４−アルキル、Ｃ_３−Ｃ_６−シクロアルキルもしくはフェニルを表し、
Ｒ^１１は、水素、場合によってはヒドロキシル−、シアノ−、ハロゲン−もしくはＣ_１−Ｃ_４−アルコキシ−置換されているＣ_１−Ｃ_６−アルキル、Ｃ_３−Ｃ_６−シクロアルキルまたはトリ−（Ｃ_１−Ｃ_４−アルキル）−シリルを表し、
Ｒ^１２は、水素、シアノ、ハロゲンを表すか、または各々の場合において場合によってはフッ素−、塩素−および／もしくは臭素−置換されているＣ_１−Ｃ_４−アルキル、Ｃ_３−Ｃ_６−シクロアルキルもしくはフェニルを表し、
Ｘ^１は、ニトロ、シアノ、ハロゲン、Ｃ_１−Ｃ_４−アルキル、Ｃ_１−Ｃ_４−ハロアルキル、Ｃ_１−Ｃ_４−アルコキシまたはＣ_１−Ｃ_４−ハロアルコキシを表し、
Ｘ^２は、水素、シアノ、ニトロ、ハロゲン、Ｃ_１−Ｃ_４−アルキル、Ｃ_１−Ｃ_４−ハロアルキル、Ｃ_１−Ｃ_４−アルコキシまたはＣ_１−Ｃ_４−ハロアルコキシを表し、
Ｘ^３は、水素、シアノ、ニトロ、ハロゲン、Ｃ_１−Ｃ_４−アルキル、Ｃ_１−Ｃ_４−ハロアルキル、Ｃ_１−Ｃ_４−アルコキシまたはＣ_１−Ｃ_４−ハロアルコキシを表し、
ここで、Ｘ^１は好ましくは（２）および（４）位に見出され、Ｘ^２は好ましくは（５）位に見出され、およびＸ^３は（２）位に見出される）
および／または以下の
式（ＩＩｄ）

A ² is optionally the _C 1 -C ₄ - alkyl - and / or _C 1 -C ₄ - alkoxy - carbonyl - substituted, represents alkanediyl having 1 or 2 carbon atoms,
R ⁵ represents hydroxyl, mercapto, amino, C ₁ -C ₆ -alkoxy, C ₁ -C ₆ -alkylthio, C ₁ -C ₆ -alkylamino or di- (C ₁ -C ₄ -alkyl) -amino. ,
R ⁶ is hydroxyl, mercapto, amino, in each case optionally C ₁ -C ₄ -alkyl, C ₁ -C ₄ -alkoxy or C ₂ -C ₄ -alkeneoxy-substituted C ₁ -C ₆ - _alkoxy, C 2 -C ₆ - _alkenoxy, C 1 -C ₆ - _alkylthio, C 1 -C ₆ - alkylamino or di - _(C 1 -C ₄ - alkyl) - an amino,
R ⁷ represents C ₁ -C ₄ -alkyl which in each case is optionally fluorine-, chlorine- and / or bromine-substituted,
R ⁸ is hydrogen, in each case optionally fluorine-, chlorine- and / or bromine-substituted C ₁ -C ₆ -alkyl, C ₂ -C ₆ -alkenyl or C ₂ -C ₆ -alkynyl , _C 1 -C ₄ - alkoxy _-C 1 -C ₄ - alkyl, dioxolanyl _-C 1 -C ₄ - alkyl, furyl, furyl _-C 1 -C ₄ - alkyl, thienyl, fluorine thiazolyl, piperidinyl, or optionally, -, chlorine - and / or bromine - or _C 1 -C ₄ - alkyl - represents phenyl which is substituted,
R ⁹ is hydrogen, in each case optionally fluorine-, chlorine- and / or bromine-substituted C ₁ -C ₆ -alkyl, C ₂ -C ₆ -alkenyl or C ₂ -C ₆ -alkynyl , _C 1 -C ₄ - alkoxy _-C 1 -C ₄ - alkyl, dioxolanyl _-C 1 -C ₄ - alkyl, furyl, furyl _-C 1 -C ₄ - alkyl, thienyl, fluorine thiazolyl, piperidinyl, or optionally, -, chlorine - and / or bromine - or _C 1 -C ₄ - alkyl - or represents phenyl which is substituted, or _C 3 -C ₆ together with ^{R 8} - oxa alkanediyl - alkanediyl or _C 2 -C ₅ It represents, each of _C 1 -C ₄ - alkyl, phenyl, furyl, fused benzene ring, or C source to which they are attached Optionally substituted with two substituents which together with the child form a 5- or 6-membered carbocycle,
R ¹⁰ represents hydrogen, cyano, halogen, or in each case optionally fluorine, chlorine- and / or bromine-substituted C ₁ -C ₄ -alkyl, C ₃ -C ₆ -cycloalkyl Or represents phenyl,
R ¹¹ is hydrogen, optionally hydroxyl-, cyano-, halogen- or C ₁ -C ₄ -alkoxy-substituted C ₁ -C ₆ -alkyl, C ₃ -C ₆ -cycloalkyl or tri- ( Represents C ₁ -C ₄ -alkyl) -silyl,
R ¹² represents hydrogen, cyano, halogen or in each case is optionally fluorine-, chlorine- and / or bromine-substituted C ₁ -C ₄ -alkyl, C ₃ -C ₆ -cyclo Represents alkyl or phenyl,
X ¹ represents nitro, cyano, halogen, C ₁ -C ₄ -alkyl, C ₁ -C ₄ -haloalkyl, C ₁ -C ₄ -alkoxy or C ₁ -C ₄ -haloalkoxy,
X ² represents hydrogen, cyano, nitro, halogen, C ₁ -C ₄ -alkyl, C ₁ -C ₄ -haloalkyl, C ₁ -C ₄ -alkoxy or C ₁ -C ₄ -haloalkoxy,
X ³ represents hydrogen, cyano, nitro, halogen, C ₁ -C ₄ -alkyl, C ₁ -C ₄ -haloalkyl, C ₁ -C ₄ -alkoxy or C ₁ -C ₄ -haloalkoxy,
Where X ¹ is preferably found in positions (2) and (4), X ² is preferably found in position (5) and X ³ is found in position (2))
And / or the following formula (IId)

もしくは式（ＩＩｅ）

Or formula (IIe)

の化合物
（ここで、
ｎは、ここでも０から５の数字を表し、
Ｒ^１３は、水素またはＣ_１−Ｃ_４−アルキルを表し、
Ｒ^１４は、水素またはＣ_１−Ｃ_４−アルキルを表し、
Ｒ^１５は、水素、各々の場合において場合によってはシアノ−、ハロゲン−もしくはＣ_１−Ｃ_４−アルコキシ−置換されているＣ_１−Ｃ_６−アルキル、Ｃ_１−Ｃ_６−アルコキシ、Ｃ_１−Ｃ_６−アルキルチオ、Ｃ_１−Ｃ_６アルキルアミノもしくはジ−（Ｃ_１−Ｃ_４−アルキル）−アミノ、または各々の場合において場合によってはシアノ−、ハロゲン−もしくはＣ_１−Ｃ_４−アルキル−置換されているＣ_３−Ｃ_６−シクロアルキル、Ｃ_３−Ｃ_６−シクロアルキルオキシ、Ｃ_３−Ｃ_６−シクロアルキルチオもしくはＣ_３−Ｃ_６−シクロアルキルアミノを表し、
Ｒ^１６は、水素、場合によってはシアノ−、ヒドロキシル−、ハロゲン−もしくはＣ_１−Ｃ_４−アルコキシ−置換されているＣ_１−Ｃ_６−アルキル、各々の場合において場合によってはシアノ−もしくはハロゲン−置換されているＣ_３−Ｃ_６−アルケニルもしくはＣ_３−Ｃ_６−アルキニル、または場合によってはシアノ−、ハロゲン−もしくはＣ_１−Ｃ_４−アルキル−置換されているＣ_３−Ｃ_６−シクロアルキルを表し、
Ｒ^１７は、水素、場合によってはシアノ−、ヒドロキシル−、ハロゲン−もしくはＣ_１−Ｃ_４−アルコキシ−置換されているＣ_１−Ｃ_６−アルキル、各々の場合において場合によってはシアノ−もしくはハロゲン−置換されているＣ_３−Ｃ_６−アルケニルもしくはＣ_３−Ｃ_６−アルキニル、場合によってはシアノ−、ハロゲン−もしくはＣ_１−Ｃ_４−アルキル−置換されているＣ_３−Ｃ_６−シクロアルキル、または場合によってはニトロ−、シアノ−、ハロゲン−、Ｃ_１−Ｃ_４−アルキル−、Ｃ_１−Ｃ_４−ハロゲノアルキル−、Ｃ_１−Ｃ_４−アルコキシ−もしくはＣ_１−Ｃ_４−ハロゲノアルコキシ−置換されているフェニルを表すか、またはＲ^１６と共に各々の場合において場合によってはＣ_１−Ｃ_４−アルキル−置換されているＣ_２−Ｃ_６−アルカンジイルもしくはＣ_２−Ｃ_５−オキサアルカンジイルを表し、
Ｘ^４は、ニトロ、シアノ、カルボキシル、カルバモイル、ホルミル、スルファモイル、ヒドロキシル、アミノ、ハロゲン、Ｃ_１−Ｃ_４−アルキル、Ｃ_１−Ｃ_４−ハロアルキル、Ｃ_１−Ｃ_４−アルコキシまたはＣ_１−Ｃ_４−ハロアルコキシを表し、並びに
Ｘ^５は、ニトロ、シアノ、カルボキシル、カルバモイル、ホルミル、スルファモイル、ヒドロキシル、アミノ、ハロゲン、Ｃ_１−Ｃ_４−アルキル、Ｃ_１−Ｃ_４−ハロアルキル、Ｃ_１−Ｃ_４−アルコキシまたはＣ_１−Ｃ_４−ハロアルコキシを表し、
ここで、Ｘ^４は好ましくは（２）および／または（５）位に位置する）
（「群２の活性化合物」）
を含む活性化合物の組合せの有効量を特徴とする、選択的除草剤組成物を提供する。

Compound (where
n again represents a number from 0 to 5,
R ¹³ represents hydrogen or C ₁ -C ₄ -alkyl,
R ¹⁴ represents hydrogen or C ₁ -C ₄ -alkyl,
R ¹⁵ is hydrogen, in each case optionally cyano-, halogen- or C ₁ -C ₄ -alkoxy-substituted C ₁ -C ₆ -alkyl, C ₁ -C ₆ -alkoxy, C _1- C ₆ -alkylthio, C ₁ -C ₆ alkylamino or di- (C ₁ -C ₄ -alkyl) -amino, or in each case optionally cyano-, halogen- or C ₁ -C ₄ -alkyl-substituted _C 3 -C ₆ are - _cycloalkyl, C 3 -C ₆ - _{cycloalkyloxy,} C 3 -C ₆ - cycloalkylthio or _C 3 -C ₆ - cycloalkyl, amino,
R ¹⁶ is hydrogen, optionally cyano-, hydroxyl-, halogen- or C ₁ -C ₄ -alkoxy-substituted C ₁ -C ₆ -alkyl, in each case optionally cyano- or halogen- _C 3 -C ₆ are substituted - alkenyl or _C 3 -C ₆ - alkynyl or cyano optionally, -, halogen - or _C 1 -C ₄ - alkyl - _C 3 -C ₆ are substituted - cycloalkyl Represents
R ¹⁷ is hydrogen, optionally cyano-, hydroxyl-, halogen- or C ₁ -C ₄ -alkoxy-substituted C ₁ -C ₆ -alkyl, in each case optionally cyano- or halogen- Substituted C ₃ -C ₆ -alkenyl or C ₃ -C ₆ -alkynyl, optionally cyano-, halogen- or C ₁ -C ₄ -alkyl-substituted C ₃ -C ₆ -cycloalkyl, or nitro optionally -, cyano -, halogen _-, C 1 -C ₄ - alkyl _-, C 1 -C ₄ - halogenoalkyl _-, C 1 -C ₄ - alkoxy - or _C 1 -C ₄ - halogenoalkoxy - Represents substituted phenyl or in each case together with R ¹⁶ optionally C ₁ -C ₄ -al Kill - _C 2 -C ₆ is substituted - alkanediyl or _C 2 -C ₅ - represents oxa alkanediyl,
X ⁴ is nitro, cyano, carboxyl, carbamoyl, formyl, sulfamoyl, hydroxyl, amino, halogen, C ₁ -C ₄ -alkyl, C ₁ -C ₄ -haloalkyl, C ₁ -C ₄ -alkoxy or C ₁ -C ₄ - haloalkoxy, and X ⁵ represents nitro, cyano, carboxyl, carbamoyl, formyl, sulfamoyl, hydroxyl, amino, _halogen, C 1 -C ₄ - _alkyl, C 1 -C ₄ - _haloalkyl, C 1 -C ₄ - alkoxy or _C 1 -C ₄ - haloalkoxy,
Where X ⁴ is preferably located in the (2) and / or (5) position)
("Group 2 active compounds")
There is provided a selective herbicidal composition characterized by an effective amount of an active compound combination comprising:

  In these definitions, the hydrocarbon chain, for example alkyl or alkanediyl, is in each case linear or branched (in combination with heteroatoms, including for example alkoxy).

  Preferred meanings of the groups listed above in connection with formula (I) are defined below.

Q ¹ preferably represents O (oxygen) or S (sulfur).

Q ² preferably represents O (oxygen) or S (sulfur).

R ¹ is preferably in each case optionally cyano-, fluorine-, chlorine-, methoxy or ethoxy-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- Or t-butyl, in each case optionally cyano-, fluorine- or chlorine-substituted propenyl, butenyl, propynyl or butynyl, or in each case cyano-, fluorine- , Chlorine-, methyl- or ethyl-substituted cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl or cyclohexylmethyl, in each case optionally cyano-, fluorine -, Chlorine-, bromine -, Methyl-, ethyl-, n- or i-propyl-, trifluoromethyl-, methoxy, ethoxy-, n- or i-propoxy-, difluoromethoxy or trifluoromethoxy substituted phenyl, phenylmethyl or phenyl Represents ethyl, or in each case optionally cyano-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, n- or i-propyl-, methoxy, ethoxy-, n- or i-propoxy Represents substituted heterocyclyl or heterocyclylmethyl, wherein the heterocyclyl group is in each case selected from the group consisting of oxetanyl, thietanyl, furyl, tetrahydrofuryl, thienyl, tetrahydrothienyl.

R ² represents hydrogen, cyano, fluorine, chlorine, bromine or in each case optionally cyano-, fluorine-, chlorine-, methoxy or ethoxy-substituted methyl, ethyl, n- or i- Propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, methoxycarbonyl, ethoxycarbonyl, n- or i-propoxycarbonyl, methylthio, ethylthio, n- or i-propylthio , Methylsulfinyl, ethylsulfinyl, methylsulfonyl or ethylsulfonyl, or in each case optionally cyano-, fluorine- or chlorine-substituted propenyl, butenyl, propynyl, butynyl, propenyloxy, butenyloxy, propynyl Represents ruoxy or butynyloxy.

R ³ represents hydrogen, hydroxyl, mercapto, amino, cyano, fluorine, chlorine, bromine or in each case optionally fluorine-, chlorine-, cyano-, methoxy, ethoxy-, n- or i-propoxy -, Acetyl-, propionyl-, n- or i-butyroyl, methoxycarbonyl-, ethoxycarbonyl-, n- or i-propoxycarbonyl-substituted methyl, ethyl, n- or i-propyl, n-, i Each represents-, s- or t-butyl, or in each case optionally fluorine-, chlorine- and / or bromine-substituted ethenyl, propenyl, butenyl, ethynyl, propynyl or butynyl; In some cases fluorine-, chlorine-, cyano-, methoxy, Ethoxy-, n- or i-propoxy-, methoxycarbonyl-, ethoxycarbonyl-, n- or i-propoxycarbonyl-substituted methoxy, ethoxy, n- or i-propoxy, n-, i-, s- Or t-butoxy, methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, methylamino, ethylamino, n- or i-propyl-amino, n-, i-, represents s- or t-butylamino, acetylamino or propionylamino, or propenyloxy, butenyloxy, ethynyloxy, propynyloxy, butynyloxy, propenylthio, butenylthio, propynylthio, butynylthio, propenylamino, butenylamino, propynylamino Represents butynylamino, dimethylamino, diethylamino or dipropylamino, in each case optionally fluorine-, chlorine-, methyl- and / or ethyl-substituted cyclopropyl, cyclobutyl, cyclopentyl, Cyclohexyl, cyclopentenyl, cyclohexenyl, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, cyclopropylthio, cyclobutylthio, cyclopentylthio, cyclohexylthio, cyclopropylamino, cyclobutylamino, cyclopentylamino, cyclohexylamino, Cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, cyclopropylmethoxy, cyclobutylmeth Cy, cyclopentylmethoxy, cyclohexylmethoxy, cyclopropylmethylthio, cyclobutylmethylthio, cyclopentylmethylthio, cyclohexylmethylthio, cyclopropylmethylamino, cyclobutylmethylamino, cyclopentylmethylamino or cyclohexylmethylamino, or in each case Represents fluorine-, chlorine-, bromine-, methyl-, trifluoromethyl-, methoxy or methoxycarbonyl-substituted phenyl, benzyl, phenoxy, benzyloxy, phenylthio, benzylthio, phenylamino or benzylamino.

R ⁴ preferably represents hydrogen, hydroxyl, amino or in each case optionally fluorine-, chlorine-, cyano-, methoxy or ethoxy-substituted methyl, ethyl, n- or i-propyl , N-, i-, s- or t-butyl, or in each case optionally fluorine, chlorine and / or bromine-substituted ethenyl, propenyl, butenyl, propynyl or butynyl, In each case optionally fluorine-, chlorine-, cyano-, methoxy or ethoxy-substituted methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, methylamino , Ethylamino, n- or i-propylamino, n-, i-, s- or t- Cyclopropyl, cyclobutyl which represents butylamino, represents propenyloxy or butenyloxy, represents dimethylamino or diethylamino, in each case optionally fluorine-, chlorine-, methyl- and / or ethyl-substituted , Cyclopentyl, cyclohexyl, cyclopropylamino, cyclobutylamino, cyclopentylamino, cyclohexylamino, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl or cyclohexylmethyl, or in each case optionally fluorine-, chlorine-, Methyl-, trifluoromethyl- and / or methoxy-substituted phenyl or benzyl.

R ³ and R ⁴ together preferably represent trimethylene (propane-1,3-diyl), tetramethylene (butane-1,4-diyl) or pentamethylene (pentane-1,5-diyl).

Q ¹ particularly preferably represents O (oxygen).

Q ² particularly preferably represents O (oxygen).

R ¹ particularly preferably represents methyl, ethyl, n- or i-propyl which in each case is optionally fluorine-, chlorine-, methoxy or ethoxy-substituted.

R ² particularly preferably represents fluorine, chlorine, bromine, or in each case optionally fluorine-, chlorine-, methoxy or ethoxy-substituted methyl, ethyl, n- or i-propyl. To express.

R ³ particularly preferably represents hydrogen, chlorine, bromine or, in each case, optionally fluorine-, chlorine-, methoxy, ethoxy-, n- or i-propoxy-substituted methyl, ethyl, n- or i-propyl, or in each case optionally fluorine- or chlorine-substituted ethenyl, propenyl, butenyl, propynyl or butynyl, or in each case optionally fluorine-, chlorine -, Methoxy, ethoxy-, n- or i-propoxy-substituted methoxy, ethoxy, n- or i-propoxy, methylthio, ethylthio, n- or i-propylthio, methylamino, ethylamino, n- or i -Represents propylamino, propenyloxy, propynyloxy Cy, propenylthio, propynylthio, propenylamino or propynylamino, dimethylamino or diethylamino, in each case optionally fluorine-, chlorine- or methyl-substituted cyclopropyl, cyclopropyloxy Represents cyclopropylmethyl or cyclopropylmethoxy.

R ⁴ particularly preferably represents in each case optionally fluorine-, chlorine-, methoxy or ethoxy-substituted methyl, ethyl, n- or i-propyl, or in each case optionally Represents fluorine- or chlorine-substituted ethenyl, propenyl or propynyl, or in each case optionally fluorine-, chlorine-, methoxy or ethoxy-substituted methoxy, ethoxy, n- or i-propoxy Represents methylamino or cyclopropyl.

Most preferably, R ¹ and R ² represent methyl, ethyl, n- or i-propyl.

Preferred active ingredients of group 1 are in particular sodium, potassium of the compounds of the formula (I) having the meanings indicated above as preferred, Q ¹ , Q ² , R ¹ , R ² , R ³ and R ⁴ magnesium, calcium, _ammonium, C 1 -C ₄ - alkyl ammonium -, di - _(C 1 -C ₄ - alkyl) ammonium -, tri - _(C 1 -C ₄ - alkyl) ammonium, tetra - _(C 1 -C ₄ - alkyl) ammonium, tri - _(C 1 -C ₄ - alkyl) sulfonium -, _{C 5} - or _{C 6} - cycloalkyl ammonium and di - _(C 1 -C ₂ - alkyl) - is also a benzyl ammonium salt.

  Examples of particularly preferred compounds of the formula (I) as active compound components according to the invention are listed in Table 1 below.

  The sodium salt of the compound from Table 1 is particularly emphasized as the active compound component according to the invention.

  Preferred meanings of the groups listed above in relation to compounds (“herbicide safeners”) that improve crop compatibility of formulas (IIa), (IIb), (IIc), (IId) and (IIe) Is defined below.

  n preferably represents the numbers 0, 1, 2, 3 or 4.

A ² preferably represents methylene or ethylene which in each case is optionally methyl-, ethyl-, methoxycarbonyl- or ethoxycarbonyl-substituted.

R ⁵ is preferably hydroxyl, mercapto, amino, methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, methylthio, ethylthio, n- or i-propylthio, n- , I-, s- or t-butylthio, methylamino, ethylamino, n- or i-propylamino, n-, i-, s- or t-butylamino, dimethylamino or diethylamino.

R ⁶ is preferably hydroxyl, mercapto, amino, methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, methylthio, ethylthio, n- or i-propylthio, n- , I-, s- or t-butylthio, methylamino, ethylamino, n- or i-propylamino, n-, i-, s- or t-butylamino, dimethylamino or diethylamino.

R ⁷ preferably represents methyl, ethyl, n- or i-propyl, which in each case is optionally fluorine-, chlorine- and / or bromine-substituted.

R ⁸ preferably represents hydrogen or in each case optionally fluorine- and / or chlorine-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- or represents t-butyl, propenyl, butenyl, propynyl or butynyl, methoxymethyl, ethoxymethyl, methoxyethyl, ethoxyethyl, dioxolanylmethyl, furyl, furylmethyl, thienyl, thiazolyl, piperidinyl or optionally fluorine-, Represents chlorine-, methyl-, ethyl-, n- or i-propyl-, n-, i-, s- or t-butyl-substituted phenyl.

R ⁹ is preferably hydrogen, in each case optionally fluorine- and / or chlorine-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, Propenyl, butenyl, propynyl or butynyl, methoxymethyl, ethoxymethyl, methoxyethyl, ethoxyethyl, dioxolanylmethyl, furyl, furylmethyl, thienyl, thiazolyl, piperidinyl, or optionally fluorine-, chlorine-, methyl-, ethyl -, n-or i- propyl -, n-, i-, s-or t- butyl - or represents phenyl which is substituted, or, together with ^{R 8,} methyl, ethyl, furyl, phenyl, a fusion benzene ring Optionally substituted or 5- with a C atom to which they are attached Properly two groups _-CH 2 is substituted with a substituent _-O-CH 2 -CH ₂ to form a 6-membered carbocyclic ring - represents an - and _-CH 2 _-CH 2 _-O-CH 2 -CH _2.

R ¹⁰ preferably represents hydrogen, cyano, fluorine, chlorine, bromine or in each case optionally fluorine-, chlorine- and / or bromine-substituted methyl, ethyl, n- or i -Represents propyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl or phenyl.

R ¹¹ is preferably hydrogen, optionally hydroxyl-, cyano-, fluorine-, chlorine-, methoxy, ethoxy-, n- or i-propoxy-substituted methyl, ethyl, n- or i-propyl. , N-, i-, s- or t-butyl.

R ¹² preferably represents hydrogen, cyano, fluorine, chlorine, bromine or in each case optionally fluorine-, chlorine- and / or bromine-substituted methyl, ethyl, n- or i Represents -propyl, n-, i-, s- or t-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl or phenyl.

X ¹ is preferably nitro, cyano, fluorine, chlorine, bromine, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, difluoromethyl, dichloromethyl, trifluoromethyl. , Trichloromethyl, chlorodifluoromethyl, fluorodichloromethyl, methoxy, ethoxy, n- or i-propoxy, difluoromethoxy or trifluoromethoxy.

X ² is preferably hydrogen, nitro, cyano, fluorine, chlorine, bromine, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, difluoromethyl, dichloromethyl, tri Represents fluoromethyl, trichloromethyl, chlorodifluoromethyl, fluorodichloromethyl, methoxy, ethoxy, n- or i-propoxy, difluoromethoxy or trifluoromethoxy.

X ³ is preferably hydrogen, nitro, cyano, fluorine, chlorine, bromine, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, difluoromethyl, dichloromethyl, trimethyl. Represents fluoromethyl, trichloromethyl, chlorodifluoromethyl, fluorodichloromethyl, methoxy, ethoxy, n- or i-propoxy, difluoromethoxy or trifluoromethoxy.

R ¹³ preferably represents hydrogen, methyl, ethyl, n- or i-propyl.

R ¹⁴ preferably represents hydrogen, methyl, ethyl, n- or i-propyl.

R ¹⁵ is preferably hydrogen, in each case optionally cyano-, fluorine-, chlorine-, methoxy, ethoxy-, n- or i-propoxy-substituted methyl, ethyl, n- or i- Propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, methylamino, ethylamino, n- or i-propylamino, n-, i-, s- or t-butylamino, dimethylamino or diethylamino, or in each case In some cases, cyano-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, n- or i-propylene. -Substituted cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, cyclopropylthio, cyclobutylthio, cyclopentylthio, cyclohexylthio, cyclopropylamino, cyclobutylamino Represents cyclopentylamino or cyclohexylamino.

R ¹⁶ is preferably hydrogen, in each case optionally cyano-, hydroxyl-, fluorine-, chlorine-, methoxy, ethoxy-, n- or i-propoxy-substituted methyl, ethyl, n- Or i-propyl, n-, i- or s-butyl, in each case optionally cyano-, fluorine-, chlorine- or bromine-substituted propenyl, butenyl, propynyl or butynyl, or in each case Optionally represents cyano-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, n- or i-propyl-substituted cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl.

R ¹⁷ preferably represents hydrogen or in each case optionally cyano-, hydroxyl-, fluorine-, chlorine-, methoxy, ethoxy-, n- or i-propoxy-substituted methyl, ethyl N- or i-propyl, n-, i- or s-butyl, in each case optionally cyano-, fluorine-, chlorine- or bromine-substituted propenyl, butenyl, propynyl or butynyl, Optionally cyano-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, n- or i-propyl-substituted cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl, or optionally nitro-, Cyano-, fluorine-, chlorine-, bromine-, methyl, ethyl-, n -Or i-propyl-, n-, i-, s- or t-butyl-, trifluoromethyl-, methoxy, ethoxy-, n- or i-propoxy-, difluoromethoxy or trifluoromethoxy substituted phenyl Or optionally together with R ¹⁶ in each case methyl- or ethyl-substituted butane-1,4-diyl (trimethylene), pentane-1,5-diyl, 1-oxa-butane It represents -1,4-diyl or 3-oxa-pentane-1,5-diyl.

X ⁴ is preferably nitro, cyano, carboxyl, carbamoyl, formyl, sulfamoyl, hydroxyl, amino, fluorine, chlorine, bromine, methyl, ethyl, n- or i-propyl, n-, i-, s- or t -Represents butyl, trifluoromethyl, methoxy, ethoxy, n- or i-propoxy, difluoromethoxy or trifluoromethoxy.

X ⁵ is preferably nitro, cyano, carboxyl, carbamoyl, formyl, sulfamoyl, hydroxyl, amino, fluorine, chlorine, bromine, methyl, ethyl, n- or i-propyl, n-, i-, s- or t -Represents butyl, trifluoromethyl, methoxy, ethoxy, n- or i-propoxy, difluoromethoxy or trifluoromethoxy.

  Examples of particularly preferred compounds of formula (IIa) as herbicide toxicity mitigators according to the present invention are listed in Table 2 below.

  Examples of particularly preferred compounds of formula (IIb) as herbicide toxicity mitigators according to the invention are listed in Table 3 below.

  Examples of particularly preferred compound (IIc) as the herbicide safener according to the present invention are listed in Table 4 below.

  Examples of particularly preferred compounds of formula (IId) as herbicide toxicity mitigators according to the invention are listed in Table 5 below.

  Examples of particularly preferred compounds of formula (IIe) as herbicide toxicity mitigators according to the invention are listed in Table 6 below.

  The compounds of the general formula (IIa) to be used as safeners according to the invention are known and / or can be prepared by methods known per se (WO-A-91 / 07874, WO-A- 95/07897).

  The compounds of the general formula (IIb) to be used as safeners according to the invention are known and / or can be prepared by methods known per se (see EP-A-191736).

  The compounds of the general formula (IIc) to be used as safeners according to the invention are known and / or can be prepared by methods known per se (DE-A-22180974, DE-A-2350547) reference).

  The compounds of the general formula (IId) to be used as safeners according to the invention are known and / or can be prepared by methods known per se (DE-A-19621522 / US-A-6235680 / See WO 97/45016).

  The compounds of the general formula (IIe) to be used as safeners according to the invention are known and / or can be prepared by methods known per se (WO-A-99 / 66795 / US-A- 6251828).

  Examples of selectively herbicidal combinations according to the invention of one of the active compounds of the formula (I) in each case and one of the safeners defined above in each case Listed in Table 7.

  Surprisingly, the toxicity alleviation of the substituted thien-3-ylsulfonylamino (thio) carbonyltriazoline (thi) one and / or their salts of general formula (I) and group (2) listed above The combination of active compounds defined above the agent (antidote) has a particularly high herbicidal activity, while the crop is very well tolerated, and a variety of crops, especially cereals (especially wheat) And in corn, however, it has been found that it can also be used in soybeans, potatoes and rice.

  From a number of known safeners or antidotes that are capable of antagonizing the damaging effects of herbicides on crops, it is notably substituted thien-3-ylsulfonylamino (thio) carbonyltriazoline (thiene) on crops. It should be considered surprising that the compounds of group (2) above virtually neutralize the damaging effects of ON without negatively affecting the herbicidal activity against weeds.

  As crops, especially on stored cereal plants, such as wheat, barley and rye, but also on corn and rice, the particularly advantageous effect of the particularly preferred combination pattern from group (2) is emphasized.

The active compound combinations according to the invention can be used, for example, in connection with the following plants:
Dicotyledonous weeds of the following genera: Sinapis, Lepidium, Gallium, Stellaria, Matricaria, Anthemis, Galinosaga, Kenopocha, h (Urtica), Senecio, Amaranthus, Portulaca, Xanthium, Convolvulus, Ipomoea, Polygonum, Polygonum, Polygonum. (Cirsium), Cardius (C rdus, Sonchus, Solanum, Rorippa, Rotala, Lindernia, Lamium, Veronica, Abutilon, Abutilon, E Dataa, Viola, Galeopsis, Papaver, Centaurea, Trifolium, Ranunculus, Taraxacum.

  Dicotyledonous crops of the following genera: Gossypium, Glycine, Beta, Daucus, Phaseolus, Pisum, Solanum, Linum, Linum (Ipomoea), Vicia, Nicotiana, Lycopersicon, Arakis, Brassica, Lactuca, Cucumis, Kuburthus, and Cuburbitus.

  Monocotyledonous weeds of the following genera: Echinochloa, Setaria, Panicum, Digitaria, Phleum, Poa, Festuca, Elequine, Ele (Brachiaria), Lolium, Bromus, Avena, Cyperus, Sorghum, Agropyron, Cynodon, Monofibri, Monofiris , Sagittaria, Eleocharis, Scilps (Sci) pus), Paspalum (Paspalum), Ishemun (Ischaemum), Sufenokurea (Sphenoclea), duct Ciro Kute chloride (Dactyloctenium), Agurosuchisu (Agrostis), Aropekurusu (Alopecurus), Apera (Apera).

  Monocotyledonous crops of the following genera: Oryza, Zea, Triticum, Hordeum, Avena, Secale, Sorghum, Panicum, Saccharm (Saccharum), Ananas, Asparagus, Allium.

  However, the use of the active compound combinations according to the invention is in no way restricted to these genera and can be extended to other plants as well. According to the present invention, all plants and plant varieties, including transgenic plants and plant varieties, can also produce synergistic effects on transgenic plants and plant varieties.

  The advantageous effect of crop compatibility of the active compound combinations according to the invention is particularly pronounced at specific concentration ratios. However, the weight ratio of active compound in the active compound combination can be varied within a relatively wide range. Generally from 0.001 to 1000 parts by weight, preferably from 0.01 to 100 parts by weight, particularly preferably from 0.1 to 50 parts by weight, most preferably from 1 to 25 parts by weight. One of the compounds that improve crop compatibility (antidote / safener) mentioned under 2 is present per part by weight of the active compound of formula (I) or salt thereof.

  The active compound or combination of active compounds is impregnated with customary formulations, for example solutions, emulsions, wettable powders, suspensions, powders, sprays, pastes, soluble powders, granules, suspoemulsion concentrates, active compounds Can be converted into ultrafine capsules made of natural and synthetic materials and polymer materials.

  These formulations are prepared in a known manner, for example with the active compound as a bulking agent, i.e. a liquid solvent and / or a solid carrier, and optionally with a surfactant, i.e. emulsifier and / or dispersant and / or foam former. To produce by mixing.

  When the extender used is water, for example, an organic solvent can be used as an auxiliary solvent. Suitable liquid solvents are essentially: aromatics such as xylene, toluene or alkylnaphthalene, chlorinated aromatics and chlorinated aliphatic hydrocarbons such as chlorobenzene, chloroethylene or methylene chloride, aliphatic hydrocarbons E.g. cyclohexane or paraffin, e.g. petroleum fractions, minerals and vegetable oils, alcohols e.g. butanol or glycol, and also their ethers and esters, ketones e.g. acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strong Polar solvents such as dimethylformamide and dimethyl sulfoxide, as well as water.

Suitable solid carriers are:
For example, ammonium salts and crushed natural minerals such as kaolin, clay, talc, lime, quartz, attapulgite, montmorillonite or diatomaceous earth, crushed synthetic minerals such as fine silica, alumina and silicates, suitable solid carriers for granules : For example, ground and fractionated natural rocks such as calcite, marble, pumice, oleagite and dolomite, as well as synthetic granules of inorganic and organic coarse powders, and granules of organic materials, such as wood chips, coconut shells Corn cobs and tobacco stalks; suitable emulsifiers and / or foam formers are: for example, nonionic and anionic emulsifiers such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers such as Alkylaryl polyglycol ether, al Rusuruhoneto, alkyl sulfates, aryl sulfonates and protein hydrolysates; suitable dispersants are: for example, lignin-sulfite waste liquors and methylcellulose.

  Adhesives such as carboxymethylcellulose and natural and synthetic polymers in the form of powders, granules or latex such as gum arabic, polyvinyl alcohol and polyvinyl acetate, as well as natural phospholipids such as cephalin and lecithin, and synthetic phospholipids Can be used in the formulation. Other possible additives are minerals and vegetable oils.

  Colorants such as inorganic pigments such as iron oxide, titanium oxide and Prussian blue, and organic dyes such as alizarin dyes, azo dyes and metal phthalocyanine dyes, and trace nutrients such as iron, manganese, boron, copper, cobalt Molybdenum and zinc salts can be used.

  These formulations generally contain the active compound, including 0.1 to 95 weight percent, preferably 0.5 to 90% of the safener.

  The active compound combinations according to the invention are generally used in the form of finished formulations. However, the active compounds contained in the active compound combinations can also be mixed in individual formulations at the time of use, ie in the form of tank mixtures.

  These novel active compound combinations can be used as such or in their formulations as a mixture with further known herbicides, again in finished formulations or tank mixtures are possible. . Mixtures with other known active compounds such as fungicides, insecticides, acaricides, nematicides, bird repellents, growth factors, phytonutrients and agents that improve soil structure are also possible. For specific applications, in particular in the postemergence process, and as a further additive in the formulation, the mineral or vegetable oil to which the plant is resistant (for example the commercial preparation “Rako Binol”) or an ammonium salt, for example ammonium sulfate or It may be advantageous to include ammonium thiocyanate.

  These novel active compound combinations are as such, in the form of their formulations, or in use forms prepared from them by further dilution, such as ready-to-use solutions, suspensions, emulsions, powders, Can be used in pastes and granules. They can be used by customary methods such as washing, spraying, spraying, dusting or spraying.

  The amount of active compound combination according to the invention applied can be varied within a certain range: they depend inter alia on the weather and soil factors. In general, the application rate is from 0.001 kg to 5 kg per ha, preferably from 0.001 kg to 1 kg per ha, particularly preferably from 0.003 kg to 0.5 kg per ha.

  The active compound combinations according to the invention can be applied before and after emergence of the plants, ie by preemergence and postemergence methods.

Example of use:
After dissolving the active compound or safener component in each case in a few ml (generally 2-3 ml) of solvent (generally acetone or N, N-dimethylformamide) and combining the solutions , If appropriate, after adding the emulsifier, then diluting with water to the desired concentration. In general, an aqueous spray was prepared with 0.1% additive Renex-36.

(Example A)
Postemergence test Test plants are grown in a greenhouse under controlled conditions (temperature, light, atmospheric humidity). Test plants are sprayed when they reach a height of 5 cm to 15 cm. The concentration of the spray liquid is selected such that the desired amount of active compound is applied at 500 l / ha of water.

  After spraying, the pots in which the test plants are planted are kept under controlled conditions (temperature, light, atmospheric humidity) in the greenhouse until the test is completed. Approximately 3 weeks after application, the extent of damage to the crop is assessed as% damage compared to the occurrence of the untreated control.

The numbers mean the following:
0% = no damage (same as untreated control)
100% = annihilation / damage

The active compounds, application rates, test plants and results are shown in the table below, the terms used in the table are as defined below:
Corn = Corn variety "Pioner"
a. i. = Active ingredient = Active compound / Toxic agent

(Example A-2)
Postemergence test Here, a spray solution containing 0.5% additive Renex-36 was prepared.

  Example No. I-2, sodium salt =

  Example No. IId-25 =

(Example A-3)
Post-emergence test Compound I-2 was used as 10WP. In each case, Marlipal® was added in an amount of 500 ml / ha.

  Evaluation was performed as early as 7 days after application.

Corn 1 = Corn of variety “Prinz” Corn 2 = Corn of variety “Pioneer” Corn 3 = Corn of variety “LIXIS”

(Example A-4)
Postemergence test Mefenpyr-diethyl was used as 100EC.

  The compounds of Example Nos. I-2 and I-13 were used as 10WP.

(Example A-5)
Postemergence test Mefenpyr-diethyl was used as 100EC, and the compound of Example No. I-2 was used as 10WP.

Claims (9)

(A) one or more compounds of formula (I)

(here,
Q ¹ represents O (oxygen) or S (sulfur);
Q ² represents O (oxygen) or S (sulfur);
R ¹ represents alkyl having 1 to 6 carbon atoms, optionally substituted by cyano-, halogen- or C ₁ -C ₄ -alkoxy-, or in each case optionally cyano- Or halogen-substituted, in each case alkenyl or alkynyl having 2 to 6 carbon atoms, or in each case cyano-, halogen- or C ₁ -C ₄ -alkyl- Substituted, in each case, a cycloalkyl having from 3 to 6 carbon atoms in the cycloalkyl group and, if appropriate, having from 1 to 4 carbon atoms in the alkyl moiety or or represents cycloalkylalkyl, nitro optionally in each case -, cyano -, halogen -, C ₁ C 4 _- alkyl - or C ₁ -C 4 _- alkoxy - substituted, has 6 or 10 carbon atoms in the aryl radical in each case, and, if appropriate, from 1 4 number of nitro sometimes in the case of aryl or or represents arylalkyl or each carbon atom in the alkyl moiety -, cyano -, halogen -, C 1 _-C 4 _- alkyl - or C ₁ -C 4 _- alkoxy -Substituted, in each case up to 6 carbon atoms and additionally 1 to 4 nitrogen atoms and / or 1 or 2 oxygen or sulfur atoms in the heterocyclyl group; And, where appropriate, represents a heterocyclyl or heterocyclylalkyl having from 1 to 4 carbon atoms in the alkyl portion. ,
R ² represents hydrogen, cyano, nitro, halogen, or in each case optionally cyano-, halogen- or C ₁ -C ₄ -alkoxy-substituted, in each case 1 to 6 Represents alkyl, alkoxy, alkoxycarbonyl, alkylthio, alkylsulfinyl or alkylsulfonyl having the carbon atom in the alkyl group, or in each case optionally cyano- or halogen-substituted, in each case 2 Represents alkenyl, alkynyl, alkenyloxy or alkynyloxy having from 1 to 6 carbon atoms in the alkenyl or alkynyl group,
R ³ represents hydrogen, hydroxyl, mercapto, amino, cyano, fluorine, chlorine, bromine, iodine, or optionally fluorine-, chlorine-, bromine-, cyano-, C ₁ -C ₄ -alkoxy-, C ₁ -C ₄ -alkyl-carbonyl- or C ₁ -C ₄ -alkoxy-carbonyl-substituted alkyl having 1 to 6 carbon atoms, optionally in each case fluorine-, chlorine - and / or bromine - is substituted, or represents alkenyl or alkynyl having from 2 to 6 carbon atoms, fluorine optionally in each case -, chlorine -, cyano -, C ₁ -C ₄ - alkoxy - or C ₁ -C 4 _- alkoxy - carbonyl - a substituted, from 1 to 6 carbon atoms in each case Alkenyloxy, alkynyloxy, alkenylthio, alkynylthio which represents alkoxy, alkylthio, alkylamino or alkylcarbonylamino in the kill group or in each case has 3 to 6 carbon atoms in the alkenyl or alkynyl group Represents alkenylamino or alkynylamino, each in each case representing a dialkylamino having 1 to 4 carbon atoms in the alkyl group, or in each case optionally methyl- and / or ethyl-substituted are aziridino, pyrrolidino, or represents piperidino or morpholino, fluorine optionally in each case -, chlorine -, bromine -, cyano - and / or C ₁ -C 4 _- alkyl - substituted, in each case Cycloalkyl, cycloalkenyl, cycloalkyloxy having from 1 to 6 carbon atoms in the cycloalkyl or cycloalkenyl group and, where appropriate, having from 1 to 4 carbon atoms in the alkyl moiety, Represents cycloalkylthio, cycloalkylamino, cycloalkylalkyl, cycloalkylalkoxy, cycloalkylalkylthio or cycloalkylalkylamino, or in each case optionally fluorine-, chlorine-, bromine-, cyano-, nitro-, C ₁ -C ₄ -alkyl-, trifluoromethyl-, C ₁ -C ₄ -alkoxy- and / or C ₁ -C ₄ -alkoxy-carbonyl-substituted, in each case 6 or 10 carbons Has an atom in the aryl group and is suitable If represents aryl having from 1 to 4 carbon atoms in the alkyl part, arylalkyl, aryloxy, arylalkoxy, arylthio, arylalkylthio, arylamino or arylalkyl amino,
R ⁴ represents hydrogen, hydroxyl, amino, cyano, C ₂ -C ₁₀ -alkylideneamino or optionally fluorine-, chlorine-, bromine-, cyano-, C ₁ -C ₄ -alkoxy- , C ₁ -C ₄ -alkyl-carbonyl- or C ₁ -C ₄ -alkoxy-carbonyl-substituted alkyl having 1 to 6 carbon atoms, or in each case optionally fluorine -, Chlorine- and / or bromine-substituted, in each case alkenyl or alkynyl having 2 to 6 carbon atoms, or in each case fluorine-, chlorine-, bromine- , Cyano-, C ₁ -C ₄ -alkoxy- or C ₁ -C ₄ -alkoxy-carbonyl-substituted in each case Represents alkoxy, alkylamino or alkyl-carbonylamino having 1 to 6 carbon atoms in the alkyl group, or alkenyloxy having 3 to 6 carbon atoms, one in each case or represents dialkylamino having 1 to 4 carbon atoms in the alkyl group from the fluorine optionally in each case -, chlorine -, bromine -, cyano - and / or C ₁ -C 4 _- alkyl - substituted Each having 3 to 6 carbon atoms in the alkyl group and, if appropriate, cycloalkyl, cycloalkylamino or 1 to 4 carbon atoms in the alkyl moiety, or Represents cycloalkylalkyl or in each case optionally fluorine-, chlorine-, bromine-, cyano-, Tro-, C ₁ -C ₄ -alkyl-, trifluoromethyl- and / or C ₁ -C ₄ -alkoxy-substituted, in each case having 6 or 10 carbon atoms in the aryl group And, where appropriate, represents an aryl or arylalkyl having 1 to 4 carbon atoms in the alkyl moiety, or R ³ and R ⁴ together are optionally branched 3 Represents an alkanediyl having from 6 to 6 carbon atoms)
-And salts of compounds of formula (I)-
And (b) at least one compound from the group of the following compounds that improves crop compatibility:
4-dichloroacetyl-1-oxa-4-aza-spiro [4.5] -decane (AD-67, MON-4660), 1-dichloro-acetyl-hexahydro-3,3,8a-trimethylpyrrolo [1, 2-a] -pyrimidin-6 (2H) -one (dicyclonone, BAS-145138), 4-dichloroacetyl-3,4-dihydro-3-methyl-2H-1,4-benzoxazine (benoxacol), 1-methyl Hexyl 5-chloro-quinoline-8-oxy-acetate (croquintocet-mexyl-see also related compounds in EP-A-86750, EP-A-94349, EP-A-191736, EP-A-492366), 3- (2-Chloro-benzyl) -1- (1-methyl-1-phenyl-ethyl) -urea (cumyluron), α -(Cyanomethoxyimino) -phenylacetonitrile (cyometrinyl), 2,4-dichloro-phenoxyacetic acid (2,4-D), 4- (2,4-dichloro-phenoxy) -butyric acid (2,4-DB), 1- (1-Methyl-1-phenyl-ethyl) -3- (4-methyl-phenyl) -urea (Dimron, Dimron), 3,6-dichloro-2-methoxy-benzoic acid (dicumba), S-1 -Methyl-1-phenyl-ethylpiperidine-1-thiocarboxylate (dimethylpiperate), 2,2-dichloro-N- (2-oxo-2- (2-propenylamino) -ethyl) -N- (2-propenyl ) -Acetamide (DKA-24), 2,2-dichloro-N, N-di-2-propenyl-acetamide (dichloromide), 4,6-dichloro-2-phenyl- Limidine (fenchlorim), ethyl 1- (2,4-dichloro-phenyl) -5-trichloro-methyl-1H-1,2,4-triazole-3-carboxylate (fenchlorazole-ethyl-EP-A-174562 And also related compounds in EP-A-346620), phenyl-methyl 2-chloro-4-trifluoromethyl-thiazole-5-carboxylate (flurazole), 4-chloro-N- (1,3-dioxolane) 2-yl-methoxy) -α-trifluoro-acetophenone oxime (fluxophenim), 3-dichloroacetyl-5- (2-furanyl) -2,2-dimethyloxazolidine (Frilazole, MON-13900), ethyl 4,5 -Dihydro-5,5-diphenyl-3-isoxazole Ruboxylate (see also related compounds in isoxadiphen-ethyl-WO-A-95 / 07897), 1- (ethoxycarbonyl) -ethyl-3,6-dichloro-2-methoxybenzoate (lactide dichloro), (4-chloro- o-tolyloxy) -acetic acid (MCPA), 2- (4-chloro-o-tolyloxy) -propionic acid (mecoprop), diethyl 1- (2,4-dichloro-phenyl) -4,5-dihydro-5-methyl- 1H-pyrazole-3,5-dicarboxylate (mefenpyr-diethyl-see also related compounds in WO-A-91 / 07874), 2-dichloromethyl-2-methyl-1,3-dioxolane (MG-191 ), 2-propenyl-1-oxa-4-azaspiro [4.5] decane 4-ca Bodithioate (MG-838), 1,8-naphthalene anhydride, α- (1,3-dioxolan-2-yl-methoxyimino) -phenylacetonitrile (oxabetalinyl), 2,2-dichloro-N- (1, 3-Dioxolan-2-yl-methyl) -N- (2-propenyl) -acetamide (PPG-1292), 3-dichloroacetyl-2,2-dimethyloxazolidine (R-28725), 3-dichloroacetyl-2, 2,5-trimethyl-oxazolidine (R-29148), 4- (4-chloro-o-tolyl) -butyric acid, 4- (4-chloro-phenoxy) -butyric acid, diphenylmethoxyacetic acid, methyldiphenylmethoxyacetate (MON- 7400, see US-A-4964893), ethyl diphenylmethoxyacetate, methyl 1- (2-Chloro-phenyl) -5-phenyl-1H-pyrazole-3-carboxylate, ethyl 1- (2,4-dichloro-phenyl) -5-methyl-1H-pyrazole-3-carboxylate, ethyl 1- (2,4-dichloro-phenyl) -5-isopropyl-1H-pyrazole-3-carboxylate, ethyl 1- (2,4-dichloro-phenyl) -5- (1,1-dimethylethyl) -1H -Pyrazole-3-carboxylate, ethyl 1- (2,4-dichloro-phenyl) -5-phenyl-1H-pyrazole-3-carboxylate (also related compounds in EP-A-269806 and EP-A-333131) Ethyl) 5- (2,4-dichloro-benzyl) -2-isoxazoline-3-carboxylate, ethyl -Phenyl-2-isoxazoline-3-carboxylate, ethyl 5- (4-fluoro-phenyl) -5-phenyl-2-isoxazoline-3-carboxylate (see also related compounds in WO-A-91 / 08202) ), 1,3-dimethylbut-1-yl 5-chloro-quinoline-8-oxy-acetate, 4-allyloxy-butyl 5-chloro-quinoline-8-oxy-acetate, 1-allyloxy-prop-2-yl 5 -Chloro-quinoline-8-oxy-acetate, methyl 5-chloro-quinoline-8-oxy-acetate, ethyl 5-chloro-quinoline-8-oxy-acetate, allyl 5-chloro-quinoline-8-oxy-acetate, 2-Oxo-prop-1-yl 5-chloro-quinoline-8-oxy-acetate Diethyl 5-chloro-quinoline-8-oxy-malonate, diallyl 5-chloro-quinoline-8-oxy-malonate, diethyl 5-chloro-quinoline-8-oxy-malonate (also related compounds in EP-A-582198) 4-carboxy-chroman-4-yl-acetic acid (AC-304415, see EP-A-613618), 4-chloro-phenoxyacetic acid, 3,3′-dimethyl 4-methoxybenzophenone, 1-bromo -4-chloromethylsulfonyl-benzene, 1- [4- (N-2-methoxybenzoylsulfamoyl) -phenyl] -3-methyl-urea (also known as N- (2-methoxybenzoyl) -4-[(methyl Amino-carbonyl) -amino] -benzenesulfonamide), 1- [4- (N-2-methoxybe) Zoylsulfamoyl) -phenyl] -3,3-dimethylurea, 1- [4- (N-4,5-dimethylbenzoylsulfamoyl) -phenyl] -3-methyl-urea, 1- [4- ( N-naphthylsulfamoyl) -phenyl] -3,3-dimethylurea, N- (2-methoxy5-methyl-benzoyl) -4- (cyclopropyl-aminocarbonyl) -benzenesulfonamide,
And / or the following formula (IIa)

Or formula (IIb)

Or (IIc)

Compound (where
n represents a number from 0 to 5,
A ¹ represents one of the divalent heterocyclic groups shown below,

A ² is optionally the _C 1 -C ₄ - alkyl - and / or _C 1 -C ₄ - alkoxy - carbonyl - substituted, represents alkanediyl having 1 or 2 carbon atoms,
R ⁵ represents hydroxyl, mercapto, amino, C ₁ -C ₆ -alkoxy, C ₁ -C ₆ -alkylthio, C ₁ -C ₆ -alkylamino or di- (C ₁ -C ₄ -alkyl) -amino. ,
R ⁶ is hydroxyl, mercapto, amino, in each case optionally C ₁ -C ₄ -alkyl, C ₁ -C ₄ -alkoxy or C ₂ -C ₄ -alkeneoxy-substituted C ₁ -C ₆ - _alkoxy, C 2 -C ₆ - _alkenoxy, C 1 -C ₆ - _alkylthio, C 1 -C ₆ - alkylamino or di - _(C 1 -C ₄ - alkyl) - an amino,
R ⁷ represents C ₁ -C ₄ -alkyl which in each case is optionally fluorine-, chlorine- and / or bromine-substituted,
R ⁸ is hydrogen, in each case optionally fluorine-, chlorine- and / or bromine-substituted C ₁ -C ₆ -alkyl, C ₂ -C ₆ -alkenyl or C ₂ -C ₆ -alkynyl , _C 1 -C ₄ - alkoxy _-C 1 -C ₄ - alkyl, dioxolanyl _-C 1 -C ₄ - alkyl, furyl, furyl _-C 1 -C ₄ - alkyl, thienyl, fluorine thiazolyl, piperidinyl, or optionally, -, chlorine - and / or bromine - or _C 1 -C ₄ - alkyl - represents phenyl which is substituted,
R ⁹ is hydrogen, in each case optionally fluorine-, chlorine- and / or bromine-substituted C ₁ -C ₆ -alkyl, C ₂ -C ₆ -alkenyl or C ₂ -C ₆ -alkynyl , _C 1 -C ₄ - alkoxy _-C 1 -C ₄ - alkyl, dioxolanyl _-C 1 -C ₄ - alkyl, furyl, furyl _-C 1 -C ₄ - alkyl, thienyl, fluorine thiazolyl, piperidinyl, or optionally, -, chlorine - and / or bromine - or _C 1 -C ₄ - alkyl - or represents phenyl which is substituted, or _C 3 -C ₆ together with ^{R 8} - oxa alkanediyl - alkanediyl or _C 2 -C ₅ It represents, each of _C 1 -C ₄ - alkyl, phenyl, furyl, fused benzene ring, or C source to which they are attached Optionally substituted with two substituents which together with the child form a 5- or 6-membered carbocycle,
R ¹⁰ represents hydrogen, cyano, halogen, or in each case optionally fluorine, chlorine- and / or bromine-substituted C ₁ -C ₄ -alkyl, C ₃ -C ₆ -cycloalkyl Or represents phenyl,
R ¹¹ is hydrogen, optionally hydroxyl-, cyano-, halogen- or C ₁ -C ₄ -alkoxy-substituted C ₁ -C ₆ -alkyl, C ₃ -C ₆ -cycloalkyl or tri- ( Represents C ₁ -C ₄ -alkyl) -silyl,
R ¹² represents hydrogen, cyano, halogen or in each case is optionally fluorine-, chlorine- and / or bromine-substituted C ₁ -C ₄ -alkyl, C ₃ -C ₆ -cyclo Represents alkyl or phenyl,
X ¹ represents nitro, cyano, halogen, C ₁ -C ₄ -alkyl, C ₁ -C ₄ -haloalkyl, C ₁ -C ₄ -alkoxy or C ₁ -C ₄ -haloalkoxy,
X ² represents hydrogen, cyano, nitro, halogen, C ₁ -C ₄ -alkyl, C ₁ -C ₄ -haloalkyl, C ₁ -C ₄ -alkoxy or C ₁ -C ₄ -haloalkoxy,
X ³ represents hydrogen, cyano, nitro, halogen, C ₁ -C ₄ -alkyl, C ₁ -C ₄ -haloalkyl, C ₁ -C ₄ -alkoxy or C ₁ -C ₄ -haloalkoxy)
And / or the following formula (IId)

Or formula (IIe)

Compound (where
n again represents a number from 0 to 5,
R ¹³ represents hydrogen or C ₁ -C ₄ -alkyl,
R ¹⁴ represents hydrogen or C ₁ -C ₄ -alkyl,
R ¹⁵ is hydrogen, in each case optionally cyano-, halogen- or C ₁ -C ₄ -alkoxy-substituted C ₁ -C ₆ -alkyl, C ₁ -C ₆ -alkoxy, C _1- C ₆ -alkylthio, C ₁ -C ₆ alkylamino or di- (C ₁ -C ₄ -alkyl) -amino, or in each case optionally cyano-, halogen- or C ₁ -C ₄ -alkyl-substituted _C 3 -C ₆ are - _cycloalkyl, C 3 -C ₆ - _{cycloalkyloxy,} C 3 -C ₆ - cycloalkylthio or _C 3 -C ₆ - cycloalkyl, amino,
R ¹⁶ is hydrogen, optionally cyano-, hydroxyl-, halogen- or C ₁ -C ₄ -alkoxy-substituted C ₁ -C ₆ -alkyl, in each case optionally cyano- or halogen- _C 3 -C ₆ are substituted - alkenyl or _C 3 -C ₆ - alkynyl or cyano optionally, -, halogen - or _C 1 -C ₄ - alkyl - _C 3 -C ₆ are substituted - cycloalkyl Represents
R ¹⁷ is hydrogen, optionally cyano-, hydroxyl-, halogen- or C ₁ -C ₄ -alkoxy-substituted C ₁ -C ₆ -alkyl, in each case optionally cyano- or halogen- Substituted C ₃ -C ₆ -alkenyl or C ₃ -C ₆ -alkynyl, optionally cyano-, halogen- or C ₁ -C ₄ -alkyl-substituted C ₃ -C ₆ -cycloalkyl, or nitro optionally -, cyano -, halogen _-, C 1 -C ₄ - alkyl _-, C 1 -C ₄ - halogenoalkyl _-, C 1 -C ₄ - alkoxy - or _C 1 -C ₄ - halogenoalkoxy - Represents substituted phenyl or in each case together with R ¹⁶ optionally C ₁ -C ₄ -al Kill - _C 2 -C ₆ is substituted - alkanediyl or _C 2 -C ₅ - represents oxa alkanediyl,
X ⁴ is nitro, cyano, carboxyl, carbamoyl, formyl, sulfamoyl, hydroxyl, amino, halogen, C ₁ -C ₄ -alkyl, C ₁ -C ₄ -haloalkyl, C ₁ -C ₄ -alkoxy or C ₁ -C ₄ - haloalkoxy, and X ⁵ represents nitro, cyano, carboxyl, carbamoyl, formyl, sulfamoyl, hydroxyl, amino, _halogen, C 1 -C ₄ - _alkyl, C 1 -C ₄ - _haloalkyl, C 1 -C ₄ - alkoxy or _C 1 -C ₄ - represents a haloalkoxy)
A composition comprising a combination of active compounds comprising Q ¹ represents O (oxygen) or S (sulfur);
Q ² represents O (oxygen) or S (sulfur);
R ¹ is in each case optionally cyano-, fluorine-, chlorine-, methoxy or ethoxy-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- or t- Represents butyl, in each case optionally cyano-, fluorine- or chlorine-substituted propenyl, butenyl, propynyl or butynyl, or in each case optionally cyano-, fluorine-, chlorine- Methyl- or ethyl-substituted cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl or cyclohexylmethyl, in each case optionally cyano-, fluorine-, chlorine -, Bromine-, methyl- , Ethyl-, n- or i-propyl-, trifluoromethyl-, methoxy, ethoxy-, n- or i-propoxy-, difluoromethoxy or trifluoromethoxy-substituted phenyl, phenylmethyl or phenylethyl Or optionally in each case cyano-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, n- or i-propyl-, methoxy, ethoxy-, n- or i-propoxy-substituted Represents heterocyclyl or heterocyclylmethyl, wherein the heterocyclyl group is in each case selected from the group consisting of oxetanyl, thietanyl, furyl, tetrahydrofuryl, thienyl, tetrahydrothienyl;
R ² represents hydrogen, cyano, fluorine, chlorine, bromine or in each case optionally cyano-, fluorine-, chlorine-, methoxy or ethoxy-substituted methyl, ethyl, n- or i- Propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, methoxycarbonyl, ethoxycarbonyl, n- or i-propoxycarbonyl, methylthio, ethylthio, n- or i-propylthio , Methylsulfinyl, ethylsulfinyl, methylsulfonyl or ethylsulfonyl, or in each case optionally cyano-, fluorine- or chlorine-substituted propenyl, butenyl, propynyl, butynyl, propenyloxy, butenyloxy, propynyl Represents ruoxy or butynyloxy,
R ³ represents hydrogen, hydroxyl, mercapto, amino, cyano, fluorine, chlorine, bromine or in each case optionally fluorine-, chlorine-, cyano-, methoxy, ethoxy-, n- or i-propoxy -, Acetyl-, propionyl-, n- or i-butyroyl, methoxycarbonyl-, ethoxycarbonyl-, n- or i-propoxycarbonyl-substituted methyl, ethyl, n- or i-propyl, n-, i Each represents-, s- or t-butyl, or in each case optionally fluorine-, chlorine- and / or bromine-substituted ethenyl, propenyl, butenyl, ethynyl, propynyl or butynyl; In some cases fluorine-, chlorine-, cyano-, methoxy, Ethoxy-, n- or i-propoxy-, methoxycarbonyl-, ethoxycarbonyl-, n- or i-propoxycarbonyl-substituted methoxy, ethoxy, n- or i-propoxy, n-, i-, s- Or t-butoxy, methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, methylamino, ethylamino, n- or i-propyl-amino, n-, i-, represents s- or t-butylamino, acetylamino or propionylamino, or propenyloxy, butenyloxy, ethynyloxy, propynyloxy, butynyloxy, propenylthio, butenylthio, propynylthio, butynylthio, propenylamino, butenylamino, propynylamino Represents butynylamino, dimethylamino, diethylamino or dipropylamino, in each case optionally fluorine-, chlorine-, methyl- and / or ethyl-substituted cyclopropyl, cyclobutyl, cyclopentyl, Cyclohexyl, cyclopentenyl, cyclohexenyl, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, cyclopropylthio, cyclobutylthio, cyclopentylthio, cyclohexylthio, cyclopropylamino, cyclobutylamino, cyclopentylamino, cyclohexylamino, Cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, cyclopropylmethoxy, cyclobutylmeth Cy, cyclopentylmethoxy, cyclohexylmethoxy, cyclopropylmethylthio, cyclobutylmethylthio, cyclopentylmethylthio, cyclohexylmethylthio, cyclopropylmethylamino, cyclobutylmethylamino, cyclopentylmethylamino or cyclohexylmethylamino, or in each case Represents fluorine-, chlorine-, bromine-, methyl-, trifluoromethyl-, methoxy or methoxycarbonyl-substituted phenyl, benzyl, phenoxy, benzyloxy, phenylthio, benzylthio, phenylamino or benzylamino, and R ⁴ is hydrogen, hydroxyl, or represents amino, optionally in each case fluorine -, chlorine -, cyano -, also methoxy Or ethoxy-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, or in each case optionally fluorine, chlorine and / or bromine Represents substituted ethenyl, propenyl, butenyl, propynyl or butynyl, or in each case optionally fluorine-, chlorine-, cyano-, methoxy or ethoxy-substituted methoxy, ethoxy, n- or i Represents propoxy, n-, i-, s- or t-butoxy, methylamino, ethylamino, n- or i-propylamino, n-, i-, s- or t-butylamino, propenyloxy or Represents butenyloxy, dimethylamino or diethylamino, in each case Optionally substituted with fluorine-, chlorine-, methyl- and / or ethyl-substituted cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropylamino, cyclobutylamino, cyclopentylamino, cyclohexylamino, cyclopropylmethyl, cyclo Represents butylmethyl, cyclopentylmethyl or cyclohexylmethyl, or in each case optionally phenyl-, benzyl-, methyl-, trifluoromethyl- and / or methoxy-substituted phenyl or benzyl, or R ³ And R ⁴ together represent trimethylene (propane-1,3-diyl), tetramethylene (butane-1,4-diyl) or pentamethylene (pentane-1,5-diyl),
The composition according to claim 1, wherein: Q ¹ represents O (oxygen),
Q ² represents O (oxygen),
R ¹ represents in each case optionally fluorine-, chlorine-, methoxy or ethoxy-substituted methyl, ethyl, n- or i-propyl;
R ² represents fluorine, chlorine, bromine or, in each case, optionally fluorine-, chlorine-, methoxy or ethoxy-substituted methyl, ethyl, n- or i-propyl;
R ³ represents hydrogen, chlorine, bromine or in each case optionally fluorine-, chlorine-, methoxy, ethoxy-, n- or i-propoxy-substituted methyl, ethyl, n- or i Represents propyl, in each case optionally fluorine- or chlorine-substituted ethenyl, propenyl, butenyl, propynyl or butynyl, or in each case optionally fluorine-, chlorine-, methoxy, Ethoxy-, n- or i-propoxy-substituted methoxy, ethoxy, n- or i-propoxy, methylthio, ethylthio, n- or i-propylthio, methylamino, ethylamino, n- or i-propylamino Or propenyloxy, propynyloxy, propenylthio O, propynylthio, propenylamino or propynylamino, dimethylamino or diethylamino, in each case optionally fluorine-, chlorine- or methyl-substituted cyclopropyl, cyclopropyloxy, cyclopropyl Represents methyl or cyclopropylmethoxy, and R ⁴ in each case optionally represents fluorine-, chlorine-, methoxy or ethoxy-substituted methyl, ethyl, n- or i-propyl, Optionally represents fluorine- or chlorine-substituted ethenyl, propenyl or propynyl, or in each case optionally fluorine-, chlorine-, methoxy or ethoxy-substituted methoxy, eth Shea, or represents n- or i- propoxy, or represents methylamino, or represents cyclopropyl,
The composition according to claim 1, wherein: n represents the number 0, 1, 2, 3 or 4;
A ² represents methylene or ethylene which in each case is optionally methyl-, ethyl-, methoxycarbonyl- or ethoxycarbonyl-substituted,
R ⁵ is hydroxyl, mercapto, amino, methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, methylthio, ethylthio, n- or i-propylthio, n-, i- , S- or t-butylthio, methylamino, ethylamino, n- or i-propylamino, n-, i-, s- or t-butylamino, dimethylamino or diethylamino,
R ⁶ is hydroxyl, mercapto, amino, methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, methylthio, ethylthio, n- or i-propylthio, n-, i- , S- or t-butylthio, methylamino, ethylamino, n- or i-propylamino, n-, i-, s- or t-butylamino, dimethylamino or diethylamino,
R ⁷ represents in each case optionally fluorine-, chlorine- and / or bromine-substituted methyl, ethyl, n- or i-propyl;
R ⁸ represents hydrogen or in each case optionally fluorine- and / or chlorine-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl , Propenyl, butenyl, propynyl or butynyl, methoxymethyl, ethoxymethyl, methoxyethyl, ethoxyethyl, dioxolanylmethyl, furyl, furylmethyl, thienyl, thiazolyl, piperidinyl or optionally fluorine-, chlorine-, Represents methyl-, ethyl-, n- or i-propyl-, n-, i-, s- or t-butyl-substituted phenyl;
R ⁹ is hydrogen, in each case optionally fluorine- and / or chlorine-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, propenyl, butenyl , Propynyl or butynyl, methoxymethyl, ethoxymethyl, methoxyethyl, ethoxyethyl, dioxolanylmethyl, furyl, furylmethyl, thienyl, thiazolyl, piperidinyl, or optionally fluorine-, chlorine-, methyl-, ethyl-, n Represents -or i-propyl-, n-, i-, s- or t-butyl-substituted phenyl, or optionally together with R ⁸ in a methyl, ethyl, furyl, phenyl, fused benzene ring 5- or 6- with a C atom that is substituted or to which they are attached Group _-CH 2 _-O-CH 2 -CH ₂ is optionally substituted with two substituents forming a carbocyclic ring - and _-CH 2 _-CH 2 _-O-CH 2 -CH ₂ - represents,
R ¹⁰ represents hydrogen, cyano, fluorine, chlorine, bromine, or in each case optionally fluorine-, chlorine- and / or bromine-substituted methyl, ethyl, n- or i-propyl, Represents cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl or phenyl;
R ¹¹ is hydrogen, optionally hydroxyl-, cyano-, fluorine-, chlorine-, methoxy, ethoxy-, n- or i-propoxy-substituted methyl, ethyl, n- or i-propyl, n- I, s- or t-butyl,
R ¹² represents hydrogen, cyano, fluorine, chlorine, bromine, or in each case optionally fluorine-, chlorine- and / or bromine-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl or phenyl;
X ¹ is nitro, cyano, fluorine, chlorine, bromine, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, difluoromethyl, dichloromethyl, trifluoromethyl, trichloromethyl , Chlorodifluoromethyl, fluorodichloromethyl, methoxy, ethoxy, n- or i-propoxy, difluoromethoxy or trifluoromethoxy,
X ² is hydrogen, nitro, cyano, fluorine, chlorine, bromine, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, difluoromethyl, dichloromethyl, trifluoromethyl, Represents trichloromethyl, chlorodifluoromethyl, fluorodichloromethyl, methoxy, ethoxy, n- or i-propoxy, difluoromethoxy or trifluoromethoxy;
X ³ is hydrogen, nitro, cyano, fluorine, chlorine, bromine, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, difluoromethyl, dichloromethyl, trifluoromethyl, Represents trichloromethyl, chlorodifluoromethyl, fluorodichloromethyl, methoxy, ethoxy, n- or i-propoxy, difluoromethoxy or trifluoromethoxy;
R ¹³ represents hydrogen, methyl, ethyl, n- or i-propyl R ¹⁴ represents hydrogen, methyl, ethyl, n- or i-propyl,
R ¹⁵ is hydrogen, in each case optionally cyano-, fluorine-, chlorine-, methoxy, ethoxy-, n- or i-propoxy-substituted methyl, ethyl, n- or i-propyl, n -, I-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, methylamino, ethylamino, n- or i-propylamino, n-, i-, s- or t-butylamino, dimethylamino or diethylamino, or in each case optional Is substituted with cyano-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, n- or i-propyl-substituted Cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, cyclopropylthio, cyclobutylthio, cyclopentylthio, cyclohexylthio, cyclopropylamino, cyclobutylamino, cyclopentylamino or Represents cyclohexylamino,
R ¹⁶ is hydrogen, in each case optionally cyano-, hydroxyl-, fluorine-, chlorine-, methoxy, ethoxy-, n- or i-propoxy-substituted methyl, ethyl, n- or i- Propyl, n-, i- or s-butyl, in each case optionally cyano-, fluorine-, chlorine- or bromine-substituted propenyl, butenyl, propynyl or butynyl, or in each case optionally Represents cyano-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, n- or i-propyl-substituted cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl;
R ¹⁷ represents hydrogen or in each case optionally cyano-, hydroxyl-, fluorine-, chlorine-, methoxy, ethoxy-, n- or i-propoxy-substituted methyl, ethyl, n- Or i-propyl, n-, i- or s-butyl, in each case optionally cyano-, fluorine-, chlorine- or bromine-substituted propenyl, butenyl, propynyl or butynyl, in each case Depending on cyano-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, n- or i-propyl-substituted cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl, or optionally nitro-, cyano-, Fluorine-, chlorine-, bromine-, methyl, ethyl-, n- or i Represents -propyl-, n-, i-, s- or t-butyl-, trifluoromethyl-, methoxy, ethoxy-, n- or i-propoxy-, difluoromethoxy or trifluoromethoxy-substituted phenyl Or with R ¹⁶ in each case optionally methyl- or ethyl-substituted butane-1,4-diyl (trimethylene), pentane-1,5-diyl, 1-oxa-butane-1, Represents 4-diyl or 3-oxa-pentane-1,5-diyl,
X ⁴ is nitro, cyano, carboxyl, carbamoyl, formyl, sulfamoyl, hydroxyl, amino, fluorine, chlorine, bromine, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, Represents trifluoromethyl, methoxy, ethoxy, n- or i-propoxy, difluoromethoxy or trifluoromethoxy, and X ⁵ is nitro, cyano, carboxyl, carbamoyl, formyl, sulfamoyl, hydroxyl, amino, fluorine, chlorine, bromine , Methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, trifluoromethyl, methoxy, ethoxy, n- or i-propoxy, difluoromethoxy or trifluoromethoxy,
The composition according to claim 1, wherein:   Crop compatibility improving compounds are active compound AD-67, croquintocet-mexyl, dichlormide, fenchlorazole-ethyl, isoxadifen-ethyl, mefenpyr-diethyl, MON-7400, flurazole, furirazole, fencrolim, cumyluron, dimulone, compound IIe Composition according to claim 1, characterized in that it is one or more compounds selected from -11 and compound IId-25.   The crop suitability improving compound is selected from the active compound AD-67, croquintocet-mexyl, dichlormide, fenchlorazole-ethyl, isoxadiphen-ethyl, MON-7400, flurazole, flirazole, compound IIe-11 and compound IId-25 The composition according to claim 1, wherein the composition is one or more compounds.   Use of the composition according to claim 1 for the control of undesirable plants.   A method for controlling undesired plants, characterized in that the composition according to claim 1 acts on undesired plants and / or their habitat.   A method for preparing a herbicidal composition comprising mixing the composition of claim 1 with a surfactant and / or bulking agent.